Methanol → 5-Chloro-2-(4-chloro-2-trifluoromethylphenyl)pentanoic acid

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Reaction Steps

A 5 N sodium hydroxide aqueous solution (13 mL) was added to a mixed solution of methyl 5-chloro-2-(4-chloro-2-trifluoromethylphenyl)pentanoate (5.3 g) in tetrahydrofuran (15 mL)-methanol (15 mL), and the mixture was stirred at room temperature for two hours and 10 minutes. After adding ice water to the reaction solution, the organic solvent was evaporated from the reaction solution under reduced pressure. The resulting aqueous layer was washed with heptane. The aqueous layer was made acidic with 5 N hydrochloric acid under ice-cooling, followed by extraction with ethyl acetate twice. The combined ethyl acetate layers were washed with brine, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 4.75 g of the title compound.

Provenance & Evidence