Boron tribromide → 4-[6-(2,3-Dihydroxyphenyl)hexyloxy]benzoic acid

Participants

Reaction Steps

To 0.80 g (2.2 mmol) of 4-[6-(2,3-dimethoxyphenyl)hexyloxy]benzoic acid methyl ester in 25 mL of methylene chloride stirred and cooled at -70° was added 8.0 mL of 1M boron tribromide in methylene chloride. The reaction mixture was stirred at -70° for 30 minutes and at -20° for 7 hours. Workup as in example 32 and recrystallization from ethyl acetate-hexane gave 0.30 g (42% yield), mp 170°-172° of 4-[6-(2,3-dihydroxyphenyl)hexyloxy]benzoic acid.

Provenance & Evidence