OXIDATION OF TRIETHYLAMINE BY TRICHLOROACETYL CHLORIDE

被引：17

作者：

FRASER, RR

SWINGLE, RB

机构：

[1] Department of Chemistry, University of Ottawa, Ottawa

来源：

TETRAHEDRON | 1969年 / 25卷 / 16期

关键词：

D O I：

10.1016/S0040-4020(01)82881-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of trichloroacetyl chloride with triethylamine is found to produce a α-acylenamine by oxidation of the tertiary amine to diethylvinylamine, then acylation. Evidence is obtained which indicates that the enamine is formed by an elimination reaction of the initially formed addition complex, A slower reaction occurred with 1.4-diazabicyclo[2.2.2]octane but the product was shown to have resulted from a Von Braun type of ring opening. The NMR and IR spectra of the β-acylenamine provide evidence that it possesses a trans substituted double bond and an exclusive s-cis conformation. © 1969.

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页码：3469 / &

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