Boron tribromide → 2-[4-(3-Chlorophenyl)butyl]phenol

Participants

Reaction Steps

Following a procedure similar to that described in the final part of Preparation 15, a solution of 3.04 g of this 1-(2-benzyloxyphenyl)-4-(3-chlorophenyl)butane in 18 ml of methylene chloride was treated with 8.67 ml of a 1M solution of boron tribromide in methylene chloride to eliminate the benzyl group. The resulting crude product was purified by column chromatography through silica gel, using a 4:1 by volume mixture of hexane and ethyl acetate as the eluent, to give 1.82 g (yield 80%) of the title compound as a colorless oil.

Provenance & Evidence