Experimental study demonstrates the synthesis of N-alkyl-N(1-alkenyl)-acetamides from N-alkylaldimines and acetic anhydride, highlighting an efficient route to substituted enamides.
N-Alkylaldimines add on acetic anhydride with the formation of the corresponding N-alkyl-N(1-acetoxyalkyl)-acetamides, which readily split off acetic acid to yield N-alkyl-N(1-alkenyl)-acetamides as the final products. N-Propyl-N-vinyl-, N-propyl-N(1-propenyl)- and N-propyl-N(1-butenyl)-acetamide have been prepared by this method; the infrared spectra are discussed.
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H. Breederveld (2010) studied this question.
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