[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>C1COCC1.CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]([OH:11])=[O:10])=[CH:6][CH:7]=14.63 g (18.3 mmol) of methyl (4-chlorophenyl)(cyclopentyl)acetate were dissolved in a mixture of 18.5 ml of THF and 18.5 ml of methanol, and 73.3 ml of 10% strength aqueous sodium hydroxide solution (183.2 mmol) were added at RT. The reaction mixture was stirred at RT overnight. The mixture was then acidified by addition of 1 N hydrochloric acid. The aqueous phase was repeatedly extracted with ethyl acetate, and the combined organic phases were washed with saturated sodium chloride solution, dried over sodium sulphate and concentrated under reduced pressure. This gave 4.31 g of the target compound as a crude product (yield 98.6% of theory).
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