Water → Methyl 3-cyclopropyl-3-(4-fluoro-3-hydroxyphenyl)propanoate

Participants

Reaction Steps

To a solution of methyl 3-cyclopropyl-3-(4-fluoro-3-methoxyphenyl)propanoate (800 mg) in dichloromethane (20 mL) was added dropwise a 1.0 M solution of boron tribromide in dichloromethane (3.8 mL) at −5° C. over 20 min, and thereafter the mixture was stirred for 2 hr. Water (20 mL) was added dropwise to the reaction mixture, and the mixture was extracted with dichloromethane. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (400 mg) as a yellow oil.

Provenance & Evidence