Nitromethane → 4-Bromo-2-chloro-1-(2-nitroethenyl)benzene

Participants

Reaction Steps

To a solution of 4-bromo-2-chlorobenzaldehyde (7.5 g, 34 mmol) in nitromethane was added methylamine hydrochloride (1.3 g, 22 mmol), NaOAc (1.8 g, 22 mmol). The mixture was vigorously stirred for 18 h at room temperature. The reaction mixture was diluted with water (60 mL) and extracted with CH2Cl2 (3×100 mL), organic phases dried (Na2SO4), evaporated to afford the desired product (8.5 g, 95%) as a light yellow oil: ESI MS m/z 262 [C8H5BrClNO2+H]+.

Provenance & Evidence