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Paper | Regular issue | Vol 26, No. 3, 1987, pp.685-688
Published online, 1st January, 1970
DOI: 10.3987/R-1987-03-0685
A New Rearrangement in the Methylation of 2-(Diethylamino)-3-(ethoxycarbonyl)-5-phenylazepinyl Anion

Johannis W. Streef, Henk C. van der Plas, Yun Y. Wei, Jean P. Declercq, and Maurice Van Meerssche

*Laboratory of Organic Chemistry, Agricultural University, De Dreijen 5, 6703 BC Wageningen, The Netherlands

Abstract

Treatment of the anion of 2-(diethylamino)-3-(ethoxycarbonyl)-5-phenyl-3H-azepine with methyl iodide leads to the formation of 2-(diethylamino)-7-(etholrycarbonyl)-7- methyl-3,4-dihydro, the structure of which was confirmed by an X-ray analysis of its picrate. The mechanism of this rearrangement reaction will be discussed.