Abstract
In the previous paper, the selective hydrolysis of various N-acylsarcosinonitriles and N-acylglycinonitriles with alkali or acid was reported.
In this paper, the effects of α-alkyl substituents of N-acetylsarcosinonitrile and N-acetylglycinonitrile on the selective nitrile hydrolysis were investigated.
In alkali hydrolysis, the increase of the number of a-alkyl substituents lowered the selectivity of the nitrile hydrolysis, and especially in the case of a, a-dimethyl-N-acetylsarcosinonitrile, the cyano group was not hydrolyzed but the acetyl group hydrolyzed.
In acid hydrolysis, the increase of the number of substituents markedly accelerated the rate of the nitrile hydrolysis, and the effects of these substituents agreed approximately with the Taft-Ingold equation.
