Heating of fatty esters with α‐amino acids at temperatures above 150 C gave substantial yields of N‐substituted amides. The reaction involves decarboxylation of the amino acid and displacement of the alcohol moiety by the amine which is formed. Decarboxylation is a ca. zero order reaction in which the ester group is involved directly. It is suggested that these observations are consistent with a concerted mechanism. Only the simple α‐amino acids, which contain no additional functional groups, yielded significant amounts of N‐substituted amides under these conditions.
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Sims et al. (1975) studied this question.
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