Abstract

The catalytic applicability of zeolites in the Ritter reaction of acrylnitrile (AN) with various alcohols for the synthesis of N-alkylacrylamide was studied. In terms of the maximum amide selectivity, the optimum zeolite structure was FAU for the reaction of AN with tertiary alcohol and MFI for that with secondary alcohols. A reaction scheme involving nucleophilic substitution of carbocation intermediates is proposed. It was suggested that the Ritter reaction is acidity demanding, hydrophobicity favorable and pore size sensitive. Accordingly, amide product selectivity and yield can be improved by using zeolites with strong acidity, or with mesopores generated by base treatment, enhancing hydrophobicity by tuning appropriate silica/alumina ratio or by silica vapor deposition. Base post treatment can promote amide product selectivity effectively.

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