Boron tribromide → ({4-[3-(4-Fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylphenyl}amino)(oxo)acetic Acid

Participants

Reaction Steps

290 mg (0.64 mmol) of ethyl ({4-[3-(4-fluorobenzyl)-4-methoxybenzyl]-3,5-dimethylphenyl-}amino)(oxo)acetate (Example 3) in 8 ml of dichloromethane at −78° C. under argon are treated slowly with 356 mg (1.41 mmol) of BBr3. The mixture is allowed to fall to room temperature and is stirred for 2.5 h. The reaction mixture is poured into buffer of pH 7, the organic phase is separated off, and the pH of the aqueous phase is adjusted to pH 7 and it is then extracted. The combined organic phases are washed with saturated NaCl solution, dried and concentrated in a rotary evaporator. The residue is stirred with diethyl ether, filtered off with suction and dried.

Provenance & Evidence