Dicyclohexylcarbodiimide → (S,S)-[4-(2-fluorooctanoyloxy)-biphenyl-4'-yl] 4-(2-fluorooctyloxy)benzoate

Participants

Reaction Steps

0.02 mol of (S)-4-(2-fluorooctanoyloxy)-4'-hydroxybiphenyl (prepared by reaction of 4-benzoyloxy-4'-hydroxybiphenyl with (S)-2-fluorooctanoyl chloride in the presence of pyridine and subsequent removal of the benzyl group with hydrogenation), 0.02 mol of (S)-4-(2-fluorooctyloxy)benzoic acid and 0.002 mol of 4-dimethylaminopyridine are introduced into 30 ml of dichloromethane, a solution of 0.02 mol of dicyclohexylcarbodiimide is added dropwise at 10°with stirring, and the mixture is subsequently stirred at room temperature for a further 15 hours. Work-up gives (S,S)-[4-(2-fluorooctanoyloxy)-biphenyl-4'-yl] 4-(2-fluorooctyloxy)benzoate.

Provenance & Evidence