2-羟基查耳酮合成工艺的研究

A Study on Synthesis Process of 2-Hydroxyl Chalcon

查尔酮是合成广泛应用的医药黄酮类化合物的关键中间体,2-羟基查耳酮的经典合成方法是以三甲氧基苯为原料,与乙酰氯反应生成三甲氧基苯乙酮,再与二甲氧基苯乙醛发生反应生成查耳酮。实验结果表明,以三氯化铝为催化剂,在二硫化碳溶液中,三甲氧基苯和乙酰氯配比为1:1.05时,在恒温40℃搅拌,得到的2,4,6-三甲氧基苯乙酮产率最高,为92%。2,4,6-三甲氧基苯乙酮再与2,4-二甲氧基苯甲醛反应得到2-羟基查耳酮,大量的乙醇溶液中反应物配比1:1,2,4,6-三甲氧基苯乙酮与50%的KOH加入量配比为1:4,反应收率为96%,最后总反应收率为88%,为工业生产最佳反应条件。

Chalcone is a key intermediate for pharmaceutical synthesis of flavonoids widely used as medicine. The classical method of synthesis of 2- hydroxy chalcone uses trimethoxy benzene as raw material, and uses acetyl chloride reaction to produce trimethoxy acetophenone, and then it reacts with two methoxy phenyl acetaldehyde to produce chalcones. Experimental results show that using the aluminum chloride as catalyst in carbon disulfide solution, when trimethoxy benzene and acetyl chloride ratio isl：l.05, stirring at a constant temperature of 40 DEG C, 2, 4, 6-trimethoxy phenyl ethyl ketone yield can reach the highest percentage, 92%. 2, 4, 6-trimethoxy phenyl ethyl ketone react with 2,4-two methoxy benzaldehydeto produce 2- hydroxy chalcone, with reactant ratio of ethanol solution of 1：1. When 2, 4, 6-trimethoxy acetophenone and amount of 50% KOH ratio is 1：4, the reaction yield is 96%, the total yield of the reaction 88%,which is the optimal reaction condition for industrial production.