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Paper | Regular issue | Vol 55, No. 6, 2001, pp.1113-1119
Published online, 1st January, 1970
DOI: 10.3987/COM-01-9201
Reductive Amination of 1-[3-(2- Alkylbenzofuranyl)]-2-phenylethanones. Synthesis of 1-[3- (2-Alkylbenzofuranyl)]-2-phenylethylamines

Halina Kwiecién* and Irena Bogdanska

*Department of Organic Synthesis, Technical University of Szczecin, Al.Piastów 17, 71-065 Szczecin, Poland

Abstract

1-[3-(2-Alkylbenzofuranyl)]-2-phenylethylamines were prepared by reduction of 1-[3-(2-alkylbenzofuranyl)]-2-phenylethanone azines with amalgamated aluminum. Two isomeric azines were separated from products of reaction of 1-[3-(2-alkylbenzofuranyl)]-2-phenylethanones with hydrazine hydrate in ethanol solution. On the other hand, instead of desired amine, aziridine derivative was obtained by reduction of the mixture of (Z)- and (E)-1-[3-(2-butylbenzofuranyl)-2-(4-methoxyphenyl)]ethanone oximes with lithium aluminum hydride. The reduction of 1-[3-(2-butylbenzofuranyl)]-2-phenylethanone hydrazone with aluminium lead up to the corresponding imine.