Propionyl chloride → HCID 23461523, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 0.92 g. propionyl chloride in 40 ml. anhydrous diethyl ether is added dropwise at 0° to 5° C., in the course of about 15 minutes, to a solution of 0.68 g. 2-cyanoaziridine and 1.2 g. triethylamine in 40 ml. anhydrous diethyl ether. The reaction mixture is stirred for 1 hour at 0° C. and then for 2 hours at ambient temperature. The precipitated salt is filtered off with suction and washed with diethyl ether into the filtrate and the filtrate is evaporated in a vacuum to give 1.44 g. of an oil. This is dissolved in ethyl acetate, shaken with a saturated aqueous solution of sodium bicarbonate, dried and then evaporated in a vacuum. There is thus obtained 1.14 g. 1-propionyl-2-cyanoaziridine in the form of a pale oil, the analytical data (elementary analysis, NMR and mass spectra) of which confirm the structure. The product is slightly contaminated with water.

Provenance & Evidence