Phenethylamine → 2-(Benzylmethylamino)-5-nitrobenzaldehyde

Participants

Reaction Conditions

Reaction Steps

A mixture of 300 mg (1.62 mmol) of 2-chloro-5-nitrobenzaldehyde, 196 mg (1.62 mmol) of N-benzylmethylamine and 268 mg (1.94 mmol) of potassium carbonate in dimethylformamide was heated at 80° C. for 5 hour. The solvent was removed and the residue was partitioned between water and ethyl acetate (×2). The combined organic phases were evaporated and the residue was purified by column chromatography eluting with 25% ethyl acetate/petroleum ether (40-60° C.) to give 290 mg of 2-(benzylmethylamino)-5-nitrobenzaldehyde as a yellow oil which solidified on standing; MS: m/e 270.9 [M+H]+.

Provenance & Evidence