Original scientific paper

On the Reaction of α-Phthalimidoacid Chlorides with Substituted Sodiomalonates. A Method for the Preparation of α-Amino Ketone s and Related Compounds

D. E. Sunko ; Department of Physiology and Department of Chemistry, Faculty of Medicine, University of Zagreb, Croatia, Yugoslavia
M. Proštenik ; Department of Physiology and Department of Chemistry, Faculty of Medicine, University of Zagreb, Croatia, Yugoslavia

Abstract

The Bowman ketone synthesis was successfully applied to N-phthalylaminoacid chlorides. Inthis manner 1-phthalimido-4-phenyl-2-butanone [V] as well as 1-phthalimido-2-octadecanone [IV] were formed in the reaction of N-phthalylglycyl chloride with corresponding substituted dibenzyl or ditetrahydropyranyl sodiomalonates. The optically active 2-phthalimido-5-phenyl-3-pentanone [X] was obtained with N-phthalylalanyl chloride. From 1-phthalimido-4-phenyl-2-butanone [V] we prepared 1-benzamido-4-phenyl-2-butanone [VII] and 1-amino-4-phenylbutane [IX] so that the reaction represents a method for the preparation of a - amino ketones and related compounds.

Keywords

Hrčak ID:

249473

URI

https://hrcak.srce.hr/249473

Publication date:

30.4.1954.

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