Benzoyl chloride → N-phenethyl phenyl-alpha-benzoxyacetamide

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Reaction Steps

N-phenethyl mandelic amide 51 g is dissolved in 200 ml of pyridine, and benzoyl chloride 42 ml is added with stirring. Exothermic benzoylation takes place immediately and the reaction mixture is cooled externally with a cold water bath. The stirring is continued for 5 hours, and the reaction mixture is mixed with 1 liter of ice water. The product is extracted with 250 ml of chloroform, washed with 300 ml of 5% sodium bicarbonate, followed by 300 ml of 0.5N HCL and is dried over anhydrous sodium sulfate. On evaporation of chloroform a crystalline product is obtained. The crystals are washed with n-hexane and dried. The yield is 85 g.

Provenance & Evidence