The behavior of aliphatic aldehydes in the Leuckart-Wallach reaction

PL Debenneville, JH Macartney

Index: de Benneville; Macartney Journal of the American Chemical Society, 1950 , vol. 72, p. 3073

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Citation Number: 47

Abstract

Summary In contrast to Eisleb's observation that the alkylation of desoxybenzoin with diethylaminoethyl chloride and sodamide in toluene results in the formation of y-phenyl-y- benzoyl-N, N-diethylpropylamine exclusively, we have found that this reaction yields a mixture of the amino ketone and enol ether, the former resulting from C-alkylation and the latter by 0-alkylation. Similarly, C-and 0-alkylation result when desoxybenzoin is alkylated ...