PHASE-TRANSFER CATALYZED ALKOXYLATION OF 2-(DICHLOROMETHYL)FURAN BY ALCOHOLS IN THE PRESENCE OF POTASSIUM HYDROXIDE

被引:0
|
作者
SHAVRIN, KN
VOLOTOVA, IV
KUTIN, AA
机构
[1] N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow
来源
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE | 1991年 / 40卷 / 06期
关键词
D O I
10.1007/BF00961306
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reaction of 2-(dichloromethyl)furan (I) with KOH in a CH2Cl2 medium and in the presence of alcohols (methanol, ethanol, and n-butanol) and a catalytic amount of triethylbenzylammonium chloride (TEBAC) results in the formation of 2-chloromethylene-5-alkoxy-2,5-dihydrofurans (II) (mixtures of Z- and E-siomers) and 2-dialkoxymethylfurans (III), in overall yields of up to 96%. Reaction with isopropyl and tert-butyl alcohols gave only the corresponding products (II), in 21 and 12% yield, respectively.
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页码:1244 / 1248
页数:5
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