Synthesis of (2-chlorophenyl)(phenyl)methanones and 2-(2-chlorophenyl)-1-phenylethanones by Friedel-Crafts acylation of 2-chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids using microwave heating

被引:0
|
作者
Mandi, Jasia [1 ]
Ankati, Haribabu [1 ]
Gregory, Jill [1 ]
Tenner, Brian [1 ]
Biehl, Edward R. [1 ]
机构
[1] So Methodist Univ, Dept Chem, Dallas, TX 75275 USA
关键词
Microwave heating; Friedel-Crafts acylation; 2-Chlorobenzoic acids and 2-(2-chlorophenyl)acetic acids; Ferric; Aluminum chloride catalysts;
D O I
10.1016/j.tetlet.2011.03.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several 2-(2-chlorophenyl)-1-phenylethanones and (2-chlorophenyl)(phenyl)methanones were prepared by the Friedel-Crafts acylation reaction of 2-(2-chlorophenyl) acetic acids and 2-chlorocarboxylic acids, respectively, in the presence of cyanuric chloride, pyridine, and AlCl(3) or FeCl(3) using microwave heating. The yields of the ketones were significantly higher than those obtained using conventional heating. In addition, similar reactions carried out with the less inexpensive and less toxic FeCl(3) gave titled ketones in comparable yields. Interestingly, the FeCl(3) catalyzed reactions gave pure ketones (no chromatographic purification required), whereas the AlCl(3) catalyzed reaction gave impure product that required chromatographic purification. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2594 / 2596
页数:3
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