Mechanism of hydrolysis of N-(1-aminoalkyl) amides

GM Loudon, M Almond, JN Jacob

Index: Loudon, G. Marc; Almond, Merrick R.; Jacob, James N. Journal of the American Chemical Society, 1981 , vol. 103, # 15 p. 4508 - 4515

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Citation Number: 47

Abstract

Abstract: Many of the title compounds (structure 1) are remarkably stable to hydrolysis and can be isolated and characterized. The pH-rate profile for hydrolysis of the title compounds involves plateaus in the acid and base region, with the rates of hydrolysis in the basic region somewhat faster. The compounds hydrolyze to amides, aldehydes, and ammonia; the intermediacy of an imine in the basic region is demonstrated by its trapping with added ...

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