C([CH:3]1[CH2:8][CH2:7][CH2:6]C[CH:4]1[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=1)#N.[OH-:18].[K+].[CH2:20]([OH:23])[CH2:21]O>O.[OH-].[Na+]>[CH3:17][O:16][C:12]1[CH:11]=[C:10]([CH2:9][CH:4]2[CH2:3][CH2:8][CH2:7][CH2:6][CH:21]2[C:20]([OH:23])=[O:18])[CH:15]=[CH:14][CH:13]=1A solution of 1-cyano-2-[(3-methoxyphenyl)methyl]-cyclohexane (3.60 g) and potassium hydroxide (2.82 g) in ethyleneglycol (12.3 ml) was refluxed for 5 hours, cooled to room temperature, and diluted with water and 5% sodium hydroxide aqueous solution. The resulting mixture was washed three times with diethyl ether, acidified with conc. hydrochloric acid, and extracted with diethyl ether. The extract was dried over magnesium sulfate and evaporated in vacuo to give 2-[(3-methoxyphenyl)-methyl]cyclohexanecarboxylic acid (3.11 g) as an oil.
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