Category: 20029-52-1

Lai, Zhencheng published the artcileRedox Cyclization of Amides and Sulfonamides with Nitrous Oxide for Direct Synthesis of Heterocycles, Application In Synthesis of 20029-52-1, the publication is Organic Letters (2020), 22(5), 2017-2021, database is CAplus and MEDLINE.

A redox cyclization of amides R¹C(O)NHR² (R¹ = C₆H₅, 1-naphthyl, 5-methylthiophen-2-yl, etc.; R² = Me, t-Bu, cyclopropyl, etc.) and sulfonamides 4-R³C₆H₄S(O)₂NHR⁴ (R³ = H, Me, t-Bu, Ph, OMe, Cl; R⁴ = Me, t-Bu, cyclopropyl, etc.) with nitrous oxide (N₂O) for the direct synthesis of heterocycles, e.g., I has been described. Various amides and sulfonamides could undergo directed ortho metalation (DoM) by treatment with BuLi, and the lithium intermediate could be trapped by N₂O gas to achieve redox cyclization. N₂O serves as an N-atom donor to mediate the intramol. coupling of lithium species toward heterocycle formation with free external oxidant. This protocol offers a direct synthesis of heterocycles with features of readily available starting materials, simple operation, and a broad substrate scope.

Organic Letters published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Application In Synthesis of 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Kubosaki, Suzuka published the artcileVisible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts, Name: 4-Cyclohexylbenzoic acid, the publication is Journal of Organic Chemistry (2020), 85(8), 5362-5369, database is CAplus and MEDLINE.

Photoinduced decarboxylative radical reactions of benzoic acids with electron-deficient alkenes, diborane, and acetonitrile under organic photoredox catalysis conditions and mild heating afforded adducts, arylboronate esters, and the reduction product, resp. The reaction is thought to involve single-electron transfer promoted the generation of aryl radicals via decarboxylation. A diverse range of benzoic acids were found to be suitable substrates for this photoreaction. Only two-mol. organic photoredox system can work well for the direct photoinduced decarboxylation of benzoic acids.

Journal of Organic Chemistry published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Name: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Koshel, S. G. published the artcileSynthesis of biphenylpolycarboxylic acids. II. Oxidation of cyclohexyltoluenes and methylbiphenyls to carboxylic acids, Category: quinuclidine, the publication is Zhurnal Organicheskoi Khimii (1992), 28(2), 363-6, database is CAplus.

Oxidation of 2-, 3-, and 4-cyclohexyltoluenes and -PhC₆H₄Me with O at 90° in AcOH containing Co(OAc)₂-MeCHO or Mn(OAc)₂-NaBr, resp., gave the corresponding title acids in 95-98% yield. The substrate reactivity increased in the stated order of isomers, owing to steric hindrance in the ortho isomers.

Zhurnal Organicheskoi Khimii published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sun, Yong-Hui published the artcileA diversity-oriented synthesis of bioactive benzanilides via a regioselective C(sp²)-H hydroxylation strategy, SDS of cas: 20029-52-1, the publication is Chemical Science (2016), 7(3), 2229-2238, database is CAplus and MEDLINE.

Hydroxylated benzanilides such as I (R¹ = H, 4-Me, 3-F, etc.; R² = H, 4-Me, 3-F, etc.; R³ = Me, Et, Bn) were prepared by chemo- and regioselective C(sp²)-H hydroxylation using palladium and ruthenium catalysts. Ruthenium catalysts yielded N-aryl hydroxybenzamides, while palladium catalysts yielded N-hydroxyaryl benzamides. Computational investigations reveals that the regioselectivity is controlled mainly by both steric and electronic factors. Steric effects determine the regioselective outcomes in the Ru-catalyzed reaction, while electronic effects are dominant in the Pd-catalyzed reaction.

Chemical Science published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C48H47FeP, SDS of cas: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Shabarov, Yu. S. published the artcileCyclopropanes and cyclobutanes. LVIII. p-Bicyclo[n.1.0]alk-1-ylbenzoic acids and -anilines, Name: 4-Cyclohexylbenzoic acid, the publication is Zhurnal Organicheskoi Khimii (1968), 4(7), 1175-80, database is CAplus.

The oxidation of p-RC6H4COMe (I) with NaOBr gave p-RC6H4CO2H (II). The reaction of II with SOCl2 gave the corresponding acid chlorides which were treated with NH4OH to give p-RC6H4CONH2. The action of NaOBr on the amides gave p-RC6H4NH2 (III). The alternative preparation of III involved converting I to p-RC6H4C(:NOH)Me, which with PCl5 were rearranged to p-RC6H4NHAc (IV). Saponification of IV gave III. Most III were converted to p-RC6H4NHC(:S)NHPh (by treating with PhN:C:S) for the identification purposes. The II and III prepared were (R in II and III given): cyclohexyl, cyclopentyl, bicyclo[3.1.0]hex-1-yl, and bicyclo[4.1.0]hept-1-yl. Their pK values and Hammett constant were determined

Zhurnal Organicheskoi Khimii published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C9H4F6O, Name: 4-Cyclohexylbenzoic acid.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Dauben, Wm. G. published the artcileThe hydrogenation of 4-hydroxybiphenylcarboxylic acids, Product Details of C13H16O2, the publication is Journal of the American Chemical Society (1953), 4969-73, database is CAplus.

When p-(p-HOC₆H₄)H₆H₄CO₂H (I) was hexahydrogenated over Raney Ni in alkali, reaction occurred only in the HO-substituted ring and both a cis and a trans isomer were isolated. The perhydrogenation yielded only 1 pure product which was shown to have the trans configuration in the CO₂H-substituted ring. When m-(p-HOC₆C₄)C₆H₄CO₂H (II) was hexahydrogenated, again reaction occurred only in the HO-substituted ring but only 1 isomer was isolated. p-(p-MeOC₆H₄C₆H₄)CO₂H (40 g.) heated 15 hrs. under N with 525 cc. AcOH and 105 cc. 48% HBr, 300 cc. solvent distilled off in vacuo, the residual solution diluted with 300 cc. H₂O, cooled, and the crude product (35 g.) recrystallized from dioxane, cyclohexane, and then dilute AcOH gave 30 g. (80%) I, m. 288-90° (uncorrected). I (4.0 g.), 1.0 g. Na₂CO₃, and 2 cc. Raney Ni W-2 suspended in 31 cc. H₂O, the mixture hydrogenated 6 hrs. at 125° and 2500 lb. pressure and then 0.75 hr. at 150°, filtered, the filtrate (150 cc.) acidified with excess concentrated HCl, the precipitate (2.9 g.), m. 220-32°, refluxed 8 hrs. with 100 cc. MeOH and 2 cc. concentrated H₂SO₄, the solution concentrated to 25 cc., diluted with H₂O, the organic layer dissolved in Et₂O, the solution washed twice with 5% aqueous Na₂CO₃, extracted with two 20-cc. portions of cold 10% aqueous KOH, and the alk. extract refluxed 2 hrs. and then acidified gave 1.2 g. (30%) pure I, m. 290-1° (from aqueous AcOH)(all m.ps. are corrected). The Et₂O solution evaporated, the residue refluxed 6 hrs. with 40 cc. 10% alc. KOH, and the mixture acidified gave a mixture of the cis (III) and trans (IV) isomers of 4-(4-hydroxycyclohexyl)benzoic acid, m. 167-73°. The mixture dissolved in 15 cc. warm N aqueous NaOH, treated with 6 g. NaNO₃ in 10 cc. H₂O, cooled, filtered, and the filter cake washed with a small amount of cold H₂O, dissolved in 10 cc. hot H₂O, and acidified gave 0.29 g. (10%) IV, m. 228.5-34.5° [analytical sample, m. 235-7° (from Me₂CO)]; the filtrate from the IV acidified gave 1.31 g. (45.5%) III, m. 175-87° [analytical sample, m. 194.0-5.7° (from Me₂CO)]. I (2.14 g.)in 1.5 g. KOH and H₂O and 3 cc. W-5 Raney Ni diluted with H₂O to 31 cc., the mixture hydrogenated as before, filtered, and acidified gave 1.9 g. acids, m. 175-200°; the acids in 15 cc. warm N NaOH treated with 5 g. NaNO₂, the mixture cooled, the precipitate dissolved in hot H₂O, and the solution acidified gave 0.65 g. (42.5%) IV, m. 230-5°; the filtrate acidified yielded 1.15 g. mixture of I and III, which was fractionally crystallized from Me₂CO to yield 0.45 g. (29.4%) III, m. 187-93°; the mother liquor evaporated to dryness and the residue recrystallized from dilute AcOH yielded 0.65 I, m. 285-91°. The hydrogenation of 4.0 g. I with 3-months old W-2 Raney Ni under the same conditions 4 hrs. yielded 1.27 g. (37.5%) IV, 0.63 g. (18.6%) III, and 0.7 g. I. III (0.22 g.) heated 6 hrs. on the steam bath with 3 cc. glacial AcOH saturated with HBr, the solution poured into 30 cc. cold. H₂O, extracted with 20 cc. CHCl₃, the extract washed with H₂O, dried with MgSO₄, evaporated, the residue dissolved in 30 cc. MeOH containing 0.06 g. Na, hydrogenated 3 hrs. over 3 cc. Raney Ni at 40 lb. initial pressure, the mixture filtered, the filtrate evaporated to dryness, the residue dissolved in H₂O, acidified with excess concentrated HCl, and heated on the steam bath, and the precipitate recrystallized from petr. ether and dilute EtOH gave 4-cyclohexylbenzoic acid (V), m. 195-6°. IV (0.22 g.) gave similarly 130 mg. (64%) V. IV (0.22 g.) in 5 cc. glacial AcOH treated dropwise during 1 hr. with stirring with 0.138 g. CrO₃ in 14 cc. H₂O and 0.7 cc. AcOH, the mixture stirred 2 hrs., treated with 2 cc. MeOH, poured into 150 cc. H₂O containing 5 cc. concentrated HCl, extracted with 30 cc. CHCl₃, and the extract washed with H₂O, dried, and evaporated gave 180 mg. (82.5%) 4-(4-oxocyclohexyl)benzoic acid (VI), m. 227.5-30.5°. III (0.275 g.) yielded similarly 204 mg. (74%) VI, m. 228-31°. I (4.0 g.), 2.1 g. KOH in H₂O, and 4 cc. W-5 Raney Ni diluted to 31 cc. with H₂O, and the mixture hydrogenated 10 hrs. at 150° and 2500 lb. pressure gave similarly 2.3 g. (54.5%) 4-(4-hydroxycyclohexyl)cyclohexanecarboxylic acid (VII), m. 173.7-4.7° (from Me₂CO). VII (0.5 g.) heated 7 hrs. on the steam bath with 5 cc. glacial AcOH saturated with HBr, the solution poured into H₂O, the oily solid extracted with 100 cc. CHCl₃, the extract washed with H₂O, dried, evaporated, the residual oil in 50 cc. MeOH containing 0.2 g. Na and 3 cc. Raney Ni hydrogenated 6 hrs. at 40 lb. initial pressure, the mixture filtered, evaporated to dryness, the residue dissolved in H₂O, the solution acidified, the precipitate extracted with two 50-cc. portions Et₂O, the extract washed, dried, evaporated, and the residue crystallized from petr. ether gave 350 mg. (76.9%) trans-4-cyclohexylcyclohexanecarboxylic acid, m. 159-60° (from petr. ether); amide, m. 199-200°. VII (0.5 g.) in 9 cc. glacial AcOH oxidized similarly with 0.41 g. CrO₃ in 0.4 cc. H₂O and 0.9 cc. AcOH yielded 350 mg. (70.8%) trans-4-(4-oxocyclohexyl)cyclohexanecarboxylic acid, m. 174-6.5° (from pert. ether). p-BrC₆H₄OMe (200 g.) in 350 cc. dry Et₂O added dropwise to 26 g. Mg in 200 cc. dry Et₂O containing 1 cc. purified EtI at such a rate as to keep the mixture gently refluxing, the mixture refluxed 1 hr., cooled, treated rapidly with stirring with 180 g. 3-methylcyclohexanone in 200 cc. dry Et₂O, stirred 1 hr., decomposed with excess cold N H₂SO₄, the Et₂O layer washed with H₂O, dried, distilled, the residue dissolved in 200 cc. glacial AcOH, added to 10 cc. Ac₂O and 2 g. 2-C₁₀H₇SO₃H, the mixture refluxed 1 hr., poured into H₂O, extracted with 500 cc. Et₂O, and the extract dried and fractionated gave 147 g. (65.5%) impure 4-methoxy-3′-methyl-3′,4′,5′,6′-tetrahydrobiphenyl (VIII), b₆ 144-6°. VIII (145 g.) heated with 28.25 g. S at 225°, the temperature gradually raised during 3.5 hrs. to 240°, the mixture cooled, the hard red solid dissolved in Et₂O, the solution evaporated, and the residue distilled gave 116.7 g. (81%) m-(p-MeOC₆H₄)C₆H₄Me (IX), pale yellow distillate, b₄ 139-41°, which crystallized from dilute EtOH in colorless plates, m. 51-2°. IX (40 g.) in 800 cc. pyridine and 800 cc. H₂O heated with stirring on the steam bath, the mixture treated during 3.5 hrs. with 127 g. KMnO₄ in portions, filtered, the MnO₂ digested on the steam bath with 300 cc. 50% aqueous Me₂CO, the combined filtrates concentrated to 600 cc., washed with 500 cc. Et₂O, cautiously acidified to Congo red with concentrated HCl, and the precipitate recrystallized from dilute AcOH gave 24 g. (97%) m-(p-MeOC₆H₄)C₆H₄CO₂H (X), m. 202-3°; evaporation of the Et₂O washing yielded 18 g. IX. X treated with excess CH₂N₂ gave the Me ester, m. 70-1.5° (from petr. ether). X (20 g.) refluxed 13 hrs. under N with 250 cc. glacial AcOH and 75 cc. 48% HBr, the solution concd, to 0.5 volume in vacuo, diluted with H₂O, cooled, and the solid deposit recrystallized from dilute AcOH gave 16.5 g. (88%) II, m. 241-2°. II (2.46 g.), 0.85 KOH, and 3 cc. W-5 Raney Ni diluted with H₂O to 31 cc., hydrogenated 1 hr. at 75° and an initial pressure of 2500 lb., the mixture filtered, the filtrate acidified, extracted with Et₂O, the residue from the extract esterified with 100 cc. MeOH and 2 cc. concentrated H₂SO₄, and the phenolic and nonphenolic fractions separated and processed as described for I yielded 1 g. II and 1.6 g. (63.5%) m-(4-hydroxycyclohexyl)benzoic acid, m. 150-1.8° (from Et₂O-hexane); the similar hydrogenation of II in 1 equivalent aqueous Na₂CO₃ gave the same yield of the hexahydro derivative

Journal of the American Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Product Details of C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bodroux, Daniel published the artcileSyntheses in the phenylcyclohexane series, COA of Formula: C13H16O2, the publication is Bulletin de la Societe Chimique de France (1939), 1411-16, database is CAplus.

The reaction mixture obtained by the dropwise addition of 160 g. Br to 160 g. of phenylcyclohexane (I) containing 16 g. of powd. I was washed with 10% NaOH and water, and steam distilled, yielding 190 g. of p-bromocyclohexylbenzene (II), b₁₀ 153-5°, d₄¹⁸ 1.288, n_D¹⁸ 1.5645, M. R. 60.4 (calculated 59.82), oxidized by CrO₃ in AcOH to the corresponding p-BrC₆H₄CO₂H, m. 250-1°. The Grignard reagent (III) from 48 g. II, 5 g. Mg and 80 g. Et₂O was treated with solid CO₂ and after decomposition with dilute HCl gave 25 g. of p-cyclohexylbenzoic acid, m. 197°, oxidized by KMnO₄ in 10% boiling KOH to terephthalic acid, m. 310-20°, identified through its mononitro derivative Hydrolysis of the acetal obtained by the action of HC(OEt)₃ on II in Et₂O yielded 53% of p-cyclohexylbenzaldehyde (IV), b₁₀ 158-9°, d₄²⁰ 1.028, n_D²⁰ 1.524, M. R. 55.96 (calculated 56.73). Passage of a steady current of dry HCl through a well-stirred mixture of 320 g. I, 40 g. powd. ZnCl₂ and 30 g. paraformaldehyde produced 160 g. (77%) of p-cyclohexylbenzyl chloride (V), b₁₂ 162-4°, d₄¹² 1.071, n_D¹² 1.5525, M. R. 62.31 (calculated 61.50), converted by continual agitation with boiling solutions of Cu(NO₃)₂ or Pb(NO₃)₂ to 22% and 34% of IV; PhNH₂ addition compound, C₁₉H₂₁N, m. 117-18°. Oxidation of the Grignard reagent (VI) from V by a current of air free from CO₂ gave 34% of p-cyclohexylbenzyl alc. (VII), m. 40°. Conversion of V to the corresponding acetate, m. 48°, by boiling with NaOAc in AcOH and consequent saponification gave 50% of VII, oxidized by boiling 5% HNO₃ to 83% of the corresponding acid. Treatment of VI with CO₂ gave 60% of p-cyclohexylphenylacetic acid, m. 78.5°, oxidized by KMnO₄ to terephthalic acid. Treatment of VI with HC(OEt)₃ did not give the corresponding acetal. In the preparation of III, 1% of bis(p-cyclohexyl)biphenyl, m. 202-3°, was formed. Refluxing V in Et₂O with Na gave bis(p-cyclohexyl)bibenzyl (VIII), m. 148-9°, in 65% yields. VIII was also formed in 17% yields in the preparation of VI.

Bulletin de la Societe Chimique de France published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, COA of Formula: C13H16O2.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Bodroux, Daniel published the artcileSynthesis of p-cyclohexylbenzyl alcohol and p-cyclohexylbenzoic acid, Category: quinuclidine, the publication is Compt. rend. (1937), 991-3, database is CAplus.

By the action of CH(OEt)₃ on C₆H₁₁C₆H₄MgBr (I), C₆H₁₁C₆H₄CHO resulted, b₁₀ 159°, d²⁰ 1.028, n_D 1.524 (yield, 53%). From I and solid CO₂ was obtained C₆H₁₁C₆H₄CO₂H, m. 198° (yield, 61%). Bromination of C₆H₁₁Ph in the presence of a little I₂ gave p-C₆H₁₁C₆H₄Br, b₉ 153-5°, d¹⁸ 1.288, n_D 1.5645 (yield, 80%).

Compt. rend. published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Mayes, Horace A. published the artcileNitration of phenylcyclohexane and of its p-halogen derivatives, Category: quinuclidine, the publication is Journal of the Chemical Society (1929), 500-8, database is CAplus.

Cyclohexyl chloride (62 g.), 160 g. PhCl and 14 g. AlCl₃ give 74 g. p-chlorophenylcyclohexane (I), b₁₀ 134°, b₁₅ 140°, b₁₉ 145°, d₄²⁵ 1.065, n_D²⁵, 1.5386. Oxidation gives p-ClC₆H₄-CO₂H. The p-Br derivative (II), b₂₃ 160°, d₄²⁵ 1.283, n_D²⁵ 1.5584, results similarly in 65% yield. The p-NH₂: derivative, through diazo reaction, gives the p-I derivative (III), b₂₁ 185°’, b₁₁ 174°, d₄¹⁹ 1.448, n_D²⁵ 1.5900. Nitration of phenyleyclohexane in AcOH at 0° gives 62.2% of the p-NO₂ derivative, m. 57.5-8.5°; the o-NO₂ derivative, b₁₀ 174°, d₄²³ 1.111, n_D²⁶ 1.5472. With HNO₃ (d. 1.5) at 0° there results the p-NO₂ derivative and the 2,4-di-NO₂ derivative, pale yellow, m. 57°. p-Aminophenylcyclohexane, m. 55°, results almost quant. by reducing with Fe and very dilute HCl; Ac derivative, m. 129°; 2-NO₂ derivative, yellow, m. 65°, reduced to the 2,4-di-NH₂ derivative, m. 108° (Ac derivative, m. 268°). I, added to 8 times its weight of HNO₃ (d. 1.5) at 0° to -5°, gives the 2,5-di-NO₂ derivative (IV), m. 92°; 4-piperidino derivative, orange-yellow, m. 108°. Nitration of I in AcOH at 5-10° gives about 56% of the 3-NO₂ derivative Nitration of II gives 38% of the 3-NO₂ compound III and HNO₃ give p-IC₆H₄NO₂. p-Acetylphenylcyclohexane, m. 68-9°, in 60% yield from phenylcyclohexane, AcCl, AlCl₃ and CS₂; phenylhydrazone, yellow, m. 105°. Oxidation gives p-cyclohexylbenzoic acid, m. 109° (Na salt, needles). Reduction of IV gives 4-chloro-2,5-diaminophenylcyclohexane, m. 95-6°.

Journal of the Chemical Society published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, Category: quinuclidine.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider

Sathyanarayana, Pochampalli published the artcileIodine-catalyzed oxidative C-C bond cleavage for benzoic acids and benzamides from alkyl aryl ketones, HPLC of Formula: 20029-52-1, the publication is RSC Advances (2016), 6(27), 22749-22753, database is CAplus.

Iodine-catalyzed oxidative C-C bond cleavage has been performed for the facile synthesis of both benzoic acids and benzamides from readily available alkyl aryl ketones. Addnl. benzylidene acetones and phenylacetylenes were also converted to the corresponding aromatic acids under the same conditions. This approach features the use of inexpensive iodine as a catalyst, broad substrate scope and open air conditions.

RSC Advances published new progress about 20029-52-1. 20029-52-1 belongs to quinuclidine, auxiliary class Carboxylic acid,Benzene, name is 4-Cyclohexylbenzoic acid, and the molecular formula is C13H16O2, HPLC of Formula: 20029-52-1.

Referemce:
https://en.wikipedia.org/wiki/Quinuclidine,
Quinuclidine | C7H13N | ChemSpider