Dehydrobromination of 1, 2-dibromoethyoxyethane using various amine bases

WM Stalick, A Khorrami, KS Hatton

Index: Stalick, Wayne M.; Khorrami, Ali; Hatton, Kimi S. Journal of Organic Chemistry, 1986 , vol. 51, # 19 p. 3577 - 3581

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Citation Number: 4

Abstract

1, 2-Dibromoethoxyethane was treated with a number of basic reagents, mainly tertiary amines, to accomplish dehydrobromination to l-bromo-2-ethoxyethene, a precursor to an acetaldehyde carbanion equivalent. The yield of this vinyl bromide and the other common byproducts of reaction varied markedly depending on the base and reaction conditions employed. Direct distillation of the product under reduced pressure from a tertiary amine ...