Dimethylformamide → HCID 10938596, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of dibenzyloxyacetic acid (4.0 g) in dichloromethane (40 ml) was cooled to 0° C. and treated dropwise with, successively, DMF (100 mg) and oxalyl chloride (2.0 g). After 30 min pyrridine (3.52 g), 3-trifluoromethyl aniline (2.64 g) and 4-dimethylaminopyridine (100 mg) were added. The mixture was stirred at 0° C. for a further 30 min then allowed to warm to room temperature. After 3 hours the mixture was poured into water, extracted with ethyl acetate and the extracts washed successively with dilute hydrochloric acid, water, aqueous sodium bicarbonate solution and brine. After drying (MgSO4) the extracts were evaporated under reduced pressure to give the sub-title compound (5.62 g) as an orange gum, sufficiently pure to be used in step d).

Provenance & Evidence