Benzoic anhydride → Benzoic Acid

Participants

Reaction Steps

A solution of 2 (100 mg, 0.36 mmol) and benzoic anhydride (226 mg, 1 mmol) in dichioromethane (10 mL) and pyridine (2 mL) was stirred at rt overnight. The mixture was diluted with dichioromethane (50 mL) and washed with 2 N aq. HCl solution (15 mL, 2×), 10% aq. NaHCO3 solution (20 mL, 2×); dried (MgSO4), filtered and concentrated. The residue was chromatographed on a silica gel column and eluted with 30% Et()Ac in hexanes followed by 50%o EtOAc in hexanes to obtain the title compound contaminated with benzoic acid. The solid was dissolved in EtOAc (40 mL) and washed with satd. KHCO3 solution (15 mL, 4×), dried (MgSO4), filtered and concentrated to obtain the title compound (110 mg, 80%) as a white solid.

Provenance & Evidence