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

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Reaction Steps

16.5 g (92 mmol) of 2-(chloromethyl)benzoyl cyanide, 150 ml of concentrated hydrochloric acid and 150 ml of saturated ethereal hydrogen chloride solution were mixed together and stirred at room temperature for 5 hours. The mixture was then poured into water, the organic phase was separated off and the aqueous phase was extracted with methyl tert-butyl ether. The combined organic phases were washed with water, dried over sodium sulfate and concentrated. After purification by column chromatography on silica gel (methyl tert-butyl ether/n-hexane), 13.4 g (74% yield) of the title compound were obtained as a beige powder of melting point 105°-107° C.

Provenance & Evidence