Triphenylphosphine → Methyl 5-fluoro-2-[2-(4-trifluoromethylphenyl)ethoxy]benzoate

Participants

Reaction Steps

1.79 g (10.5 mmol) of methyl 5-fluorosalicylate, 20 g (10.5 mmol) of 2-(4-trifluoromethylphenyl)ethanol and 2.76 g (10.5 mmol) of triphenylphosphine are introduced into 50 ml of THF and, at 0° C., a solution of 1.83 g (10.5 mmol) of diethyl azodicarboxylate in 10 ml of THF is added dropwise. The mixture is stirred at RT overnight and then the volatile components are removed in vacuo. The resulting crude product is purified by chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 7:1). 2.09 g (58% yield) of the title compound are obtained.

Provenance & Evidence