Hydrochloric Acid → 2-(Chloromethyl)-α-oxobenzeneacetamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2-chloromethylphenyl)-2-oxoacetonitrile (1.80 g) and 36% hydrochloric acid aqueous solution (10 ml) was stirred at 40° C. for 20 hours. After the mixture was cooled by allowing it to stand, ice-cooled water was added, and the resulting mixture was stirred at room temperature for 30 minutes. The mixture was extracted with ethyl acetate twice. The combined ethyl acetate layer was washed successively with a saturated aqueous solution of sodium bicarbonate and saturated brine, and dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure gave a crude product (0.89 g). The crude product was recrystallized from ethyl acetate-hexane to give the title compound (0.80 g, yield: 40.2%, pale yellow crystals).

Provenance & Evidence