Simple and efficient methods for selective preparation of α-mono or α,α-dichloro ketones and β-ketoesters by using DCDMH

被引：106

作者：

Chen, Zizhan ^{[1
]}

Zhou, Bin ^{[1
]}

Cai, Huihua ^{[1
]}

Zhu, Wei ^{[1
]}

Zou, Xinzhuo ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai 200062, Peoples R China

来源：

GREEN CHEMISTRY | 2009年 / 11卷 / 02期

关键词：

N-BROMOSUCCINIMIDE; CHLORINATION; ACID; BROMINATION; 1,3-DICHLORO-5,5-DIMETHYLHYDANTOIN; HALOGENATION; CATALYST; CHLORIDE; SOLVENT;

D O I：

10.1039/b815169e

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

New processes that can selectively prepare alpha-mono or alpha,alpha-dichloro ketones and beta-ketoesters using 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) are reported. Using silica gel as the catalyst and methanol as the solvent and heating for 1 h under reflux, alpha-monochlorinated products were selectively obtained in 86-98% yield. However using a deep eutectic solvent (choline chloride: p-TsOH = 1:1) as the solvent and stirring for 45 min at room temperature, alpha,alpha-dichlorinated products were selectively obtained in 86-95% yield.

引用

页码：275 / 278

页数：4

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