The Journal of Organic Chemistry

Schmidt reaction of. alpha.-aralkyl substituted carboxylic acids

RM Palmere, RT Conley

Index: Palmere,R.M.; Conley,R.T. Journal of Organic Chemistry, 1970 , vol. 35, p. 2703 - 2707

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Citation Number: 7

Abstract

When 2-phenyl-2-methylhexanoic acid (1) was treated with sodium azide in polyphosphoric acid (ppa), the products of the reaction were aniline (Z), 2-hexanone (3), 2-phenyl-1-hexene (4), trans-2-phenyl-2-hexene (5), cis-2-phenyl-2-hexene (6), and low polymeric material. In order to gain some insight into the route by which aniline was formed, a series of a-di-and trisubstituted acids were examined and found to yield varying amounts of aniline. The ...