Acetic Acid → alpha-(2,4-Difluorophenyl)-n-[dimethyl(benzyloxymethyl)methyl]nitrone

Participants

Reaction Steps

A suspension of 2,4-difluorobenzaldehyde (443.7 mg, 3.12 mmol), 2-methyl-2-nitro-1-benzyloxypropane (639.4 mg, 3.06 mmol) and zinc (326.4 mg, 4.99 mmol) in ethanol (6 ml) was cooled to 0° C. in ice-water bath. Acetic acid (0.57 ml, 9.9 mmol) was added dropwise to the mixture. The mixture was gradually warmed to room temperature and stirred for 7 hours. The mixture was filtered through Celite® bed and the filtrate was concentrated and purified by silica gel chromatography (hexane/ethyl acetate=10/1-4/1) to give the title compound (468.8 mg; 48%).

Provenance & Evidence