Thionyl Chloride → 4'-(Phenylmethoxy)(1,1'-biphenyl)-4-carbonyl chloride

Participants

Reaction Steps

Methyl-4.-hydroxybiphenyl is reacted with benzyl bromide to obtain 4'-benzyloxybiphenyl-4-carboxylate, which is converted through hydrolysis to 4'-benzyloxybiphenyl-4-carboxylate, which is then reacted with thionyl chloride to obtain 4'-benzyloxybiphenyl-4-carboxylic acid chloride. The chloride is reacted with optically active 1-trifluoro-2-octanol 1-trifluoromethylheptyl-4'-benzyloxybiphenyl-4-carboxylate, which is subjected to catalytical hydrogenolysis to obtain 1-trifluoroheptyl-4'-hydroxybiphenyl-4-carboxylate (III).

Provenance & Evidence