β-环糊精催化合成N-苯基邻苯二甲酰亚胺
2011-09-24许凌子罗根祥刘春生时维振
许凌子,罗根祥,刘春生,时维振
(辽宁石油化工大学 职业技术学院,辽宁 抚顺 113001)
β-环糊精催化合成N-苯基邻苯二甲酰亚胺
许凌子,罗根祥,刘春生,时维振
(辽宁石油化工大学 职业技术学院,辽宁 抚顺 113001)
以β-环糊精为催化剂,苯胺和邻苯二甲酸酐为原料,在水溶剂中合成N-苯基邻苯二甲酰亚胺,考察了反应时间,催化剂用量,胺酐比,溶剂用量等因素对产物收率的影响。结果表明,β-环糊精有着很好的催化活性,当反应时间为5h,胺酐比为1.3∶1(mol),β-环糊精浓度1%(以溶剂质量计)时,在30mL加入少量盐酸的水溶剂中,收率可达到88.7%,且催化剂重复使用性好。
β-环糊精;N-苯基邻苯二甲酰亚胺;水溶剂
Abstract:N-phenylphthalimide was synthesized with using aniline and phthalic anhydride as raw materials and β-cyclodextrin as catalyst in the presence of hydro-solvent.The effects of reaction time,catalyst amount,ratio of aniline to phthalic anhydride and solvent amount on the production yield were investigated.The results showed that the β-cyclodextrin had excellent catalytic activity,and the optimum reaction conditions were as follows:the molar ratio of aniline to phthalic anhydride was 1:1.3,the amount of hydro-solvent with a small dosage of hydrochloric acid was 30mL,the reaction time was 5h and the amount of catalyst was 1%(mass)of solvent;the yield of product was up to 88.7%,and the stability of reused catalyst was excellent.
Key words:β-Cyclodextrin;N-phenylphthalimide;hydro-solvent
前 言
N-苯基邻苯二甲酰亚胺是白色结晶性粉末,通常由苯胺和邻苯二甲酸酐制取,是制备吲哚洛芬和2,3,4,5-四氟苯甲酸的关键中间体,在生物、医药及生命科学领域有着广泛应用[1]。而2,3,4,5-四氟苯甲酸是洛美沙星、氧氟沙星、左旋氧氟沙星、斯帕沙星的起始原料,故其中间体N-苯基邻苯二甲酰亚胺的合成越来越引起了人们的重视[2]。
目前,N-苯基邻苯二甲酰亚胺主要以邻苯二甲酸酐与苯胺为原料在有机溶剂和无机盐反应体系中合成,但是普遍存在着有机溶剂毒性大,挥发性强,反应催化剂难于分离,纯化过程过于复杂等一系列问题[3]。
本文主要研究以苯胺和邻苯二甲酸酐为原料,以水作为溶剂,采用胶束催化法以β-环糊精为催化剂合成N-苯基邻苯二甲酰亚胺。产物和催化剂易分离,没有难于除去的杂质存在,不但大大提高了产品的纯度,而且秉持绿色化学理念,环保无污染。……
