Reaction of Lithium Acylate -Carbanions with Carbon Tetrachloride

被引:2
作者
Zorin, A. V. [1 ]
Zaynashev, A. T. [1 ]
Zorin, V. V. [1 ]
机构
[1] Ufa State Petr Technol Univ, Ul Kosmonavtov 1, Ufa 450062, Bashkortostan, Russia
关键词
dicarboxylic acids; lithium acylate -carbanions; metalation; oxidative coupling; electron transfer; carbon tetrachloride; chlorination; -chlorocarboxylic acids; ALPHA-CARBANIONS;
D O I
10.1134/S1070428019010068
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Metalation of acetic, butanoic, or 2-methylpropanoic acid with lithium diisopropylamide in tetrahydrofuran under argon gave the corresponding lithium acylate -carbanions which reacted with carbon tetrachloride at 20-25 degrees C for 2 h to afford butanedioic acid or its 2,3-diethyl and 2,2,3,3-tetramethyl derivatives, as well as the corresponding -chlorocarboxylic acids and chloroform. A radical mechanism was proposed for the formation of dicarboxylic and -chlorocarboxylic acids.
引用
收藏
页码:42 / 46
页数:5
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