Synthesis of 5-Cyano-3-(4-Chlorobutanoyl) Indole in 1-Buty-3-Methylimidazolium Chloroaluminate

Autor: Jiang, Yun Xia, Zuo, Hu Jin, Shen, Yong Jia, Yi, Feng Ping
Zdroj: Key Engineering Materials; September 2013, Vol. 575 Issue: 1 p270-275, 6p
Abstrakt: The Friedel-Crafts acylation reaction between 5-cyanoindole and 4-chlorobutyryl chloride was conducted in ionic liquid 1-buty-3-methylimidazolium chloroaluminate ([bmiCl/AlCl3), the major product was 5-cyano-3-(4-chlorobuty) indole. The structure of the product was characterized by Mass and 1H NMR spectra. When the molar ratio of AlCl3 to [bmiCl in [bmiCl/AlCl3 is at 1:1 or less, no 5-cyano-3-(4-chlorobuty) indole could be obtained. The suitable molar ratios of AlCl3 to [bmiCl in [bmiCl/AlCl3 were from 2:1 to 3:1, the yields of the major product were from 68% to 70%, respectively. When the molar ratio of [bmiCl/AlCl3 to 5-cyanoindole was less than 2:1, the acylation reaction was difficult to carry out, because 5-cyanoindole would be not totally dissolve in [bmiCl/AlCl3 under the situation.
Databáze: Supplemental Index