Diethylamine → 4-chloro-N,N-diethylcrotonamide

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Reaction Steps

4-Chlorocrotonyl chloride (1.36 g, 9.80 mmol) in ether (20 ml) is combined with diethylamine in ether (5 ml) at -15° C. in a flame dried flask. The reaction is warmed to ambient temperature, stirred for 1 to 2 hours, quenched with water (30 ml), extracted with ethyl acetate (2×30 ml), washed with saline (30 ml), dried over sodium sulfate, and concentrated in vacuo to yield the crude 4-chloro-N,N-diethylcrotonamide.

Provenance & Evidence