ELECTROCHEMICAL REDUCTION OF BENZAL CHLORIDE IN THE PRESENCE OF CARBON-DIOXIDE

被引：20

作者：

WAWZONEK, S

SHRADEL, JM

机构：

[1] Department of Chemistry, University of Iowa, Iowa City

来源：

JOURNAL OF THE ELECTROCHEMICAL SOCIETY | 1979年 / 126卷 / 03期

关键词：

carboxylation; dimethylformamide; mandelic acid;

D O I：

10.1149/1.2129051

中图分类号：

O646 [电化学、电解、磁化学];

学科分类号：

081704 ;

摘要：

The electrochemical reduction of benzal chloride in the presence of carbon dioxide in dimethylformamide formed mandelic acid, benzyl mandelate, and benzyl phenylacetate. The maximum yield of mandelic acid was 9.8% if the reduction was carried out at -2.0V and the acid was isolated as the methyl ester. Studies on the mechanism of formation of mandelic acid or its benzyl ester indicated that the intermediate α-chlorophenylacetate ion formed an α-lactone which reacts with moisture in the dimethylformamide and gives the products isolated. Phenylcarbene as an intermediate was probably a minor contributor in the formation of mandelic acid. © 1979, The Electrochemical Society, Inc. All rights reserved.

引用

页码：401 / 403

页数：3

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