Benzoic Acid → Benzamide

Participants

Reaction Steps

To compound L (250 mg, 0.598 mmol) in CH2Cl2 (8 mL) was added benzoic acid (100 mg, 0.819 mmol), DCC (200 mg, 0.971 mmol), and DMAP (10 mg, 0.082 mmol) at room temperature. A heterogeneous mixture resulted after approximately 5 minutes and stirring was continued for an additional 3 hours. The contents were concentrated in vacuo and chromatographed on SiO2 (3% acetone-CH2Cl2) which afforded the benzamide contaminated with residual Ph3P. Repeated recrystallization of this material from Et2O afforded 198 mg (63%) of compound M as a pale off white solid.

Provenance & Evidence