4-Chloro-3-nitrobenzoic acid → 4-Chloro-3-nitrobenzoyl chloride

Participants

Reaction Conditions

Reaction Steps

To a stirred suspension of 4-chloro-3-nitrobenzoic acid (20 g) in DMF (1 cm3) and dichloromethane (100 cm3) was added oxalyl chloride (13 g) in dichloromethane (50 cm3) over 1 hour. The reaction was stirred at 30° C. for 5 hours, after which reaction became homogeneous, and stirred at the ambient temperature for 18 hours. Evaporation under reduced pressure gave a white solid that was triturated with hexane and dried to give 4-chloro-3-nitrobenzoyl chloride as a white solid (21.82 g). 1H nmr (CDCl3) d: 8.61 (1H, d), 8.26 (1H, dd), 7.78 (1H, d). Mpt 49°-51° C.

Provenance & Evidence