Methanol → 2-(Benzamido)-4-(phenethyloxy)benzoic acid

Participants

Reaction Steps

0.30 mL of 2.0 mol/L aqueous sodium hydroxide was added dropwise to a mixed solution of 2 mL of methanol and 2 mL of tetrahydrofuran containing 0.19 g of methyl 2-(benzamido)-4-(phenethyloxy)benzoate while ice-cooled, and stirred at room temperature for 14 hours and 30 minutes. The solvent was evaporated under reduced pressure and ethyl acetate and 1.0 mol/L hydrochloric acid were added. The organic layer was separated, the solvent was evaporated under reduced pressure and the residue was purified with silica gel column chromatography [eluent; hexane:ethyl acetate=2:1] to obtain 85 mg of 2-(benzamido)-4-(phenethyloxy)benzoic acid as white solid.

Provenance & Evidence