A new efficient method for the preparation of intermediate aromatic ketones by Friedel-Crafts acylation

被引:21
作者
Jin, Xiaojun [1 ]
Wang, Ailing [1 ,3 ]
Cao, Hongyu [2 ,3 ]
Zhang, Shujia [1 ]
Wang, Lihao [1 ]
Zheng, Xueliang [1 ]
Zheng, Xuefang [2 ,3 ]
机构
[1] Dalian Univ, Dept Chem Engn, Dalian 116622, Peoples R China
[2] Dalian Univ, Coll Bioengn, Dalian 116622, Peoples R China
[3] Dalian Univ, Liaoning Key Lab Bioorgan Chem, Dalian 116622, Peoples R China
基金
中国国家自然科学基金;
关键词
Aromatic ketones; Friedel-Crafts; Acylation; Deep eutectic solvent; DEEP EUTECTIC SOLVENTS; IONIC LIQUIDS; CARBOXYLIC-ACIDS; TRIFLATE; CATALYST; TOLUENE; ARENES;
D O I
10.1007/s11164-018-3437-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
As the most important method to prepare pharmaceutical and chemical intermediate aromatic ketones, Friedel-Crafts (F-C) acylation is used to seek a novel catalytic system which is imminently consistent with the concept of green chemistry. In this study, six deep eutectic solvents (DES) were synthesized for the Friedel-Crafts acylation reaction as a catalytic solvent. Among the six DES, choline chloride-zinc chloride ([ChCl][ZnCl2](2)) proved to be the most competent candidate of electron-rich arenes with acylation reagent. It got the highest yield when 1.0 equivalent of [ChCl][ZnCl2](2) used with acyl halides at 70 degrees C. Recycled DES was reused directly without any extra process. After five cycles, the catalytic activity did not decrease significantly (80-85%). Finally, according to experimental validation, the possible mechanism of this reaction was considered. [GRAPHICS] .
引用
收藏
页码:5521 / 5530
页数:10
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