Cu-Pd/γ-Al_2O_3催化硝基苯和乙醇反应一锅法合成2-甲基喹啉  

Cu-Pd/γ-Al_2O_3 catalyzed one-pot synthesis of 2-methylquinoline from nitrobenzene and ethanol

作　　者：丰枫[1] 项益智[1] 汪小华[1] 马磊[1] 卢春山[1] 张群峰[1] 许孝良[1] 李小年[1] 

机构地区：[1]绿色化学合成技术国家重点实验室培育基地浙江工业大学工业催化研究所,杭州310032

出　　处：《中国科学：化学》2011年第5期914-924,共11页SCIENTIA SINICA Chimica

基　　金：国家自然科学基金(20976164)资助

摘　　要：在5%Cu-5%Pd/γ-Al2O3催化剂作用下,由硝基苯和乙醇反应一锅法合成了2-甲基喹啉.实现了乙醇与硝基苯转移加氢、乙醛缩合、苯胺与不饱和醛加成、脱水环化、脱氢等多步反应的耦合.极大地简化了2-甲基喹啉的合成工艺.相比较传统的化学合成方法,由于避免了使用无机酸碱或均相金属络合物作为催化剂,该方法环境更加友好,解决了均相金属络合物催化剂分离、回收困难的问题.在优化的反应条件:使用1g催化剂,硝基苯15mL,乙醇60mL,水30mL,T=453K,P=3.5MPa,反应时间为12h时,2-甲基喹啉的收率达66.4%.One-pot synthesis of 2-methylquoinline from nitrobenzene and ethanol was realized over 5%Cu-5%Pd/γ-Al2O3 catalyst. The reactions of hydrogen transfer hydrogenation from ethanol to nitrobenzene, aldol-condensation of aldehyde, Michae-addition of aniline and unsaturated aldehydes, dehydration-cyclization, and dehydrogenation are combined successfully, which thus significantly simplified the production procedure of 2-methylquinoline. In comparison with the traditional chemical synthesis routes, the use of inorganic acid or homogeneous metal complex as the catalyst was eliminated. Therefore, this method is more environmentally friendly, or can solve the problems of separation and recovery of homogeneous metal complex catalyst. Under the optimal reaction conditions： 1 g 5%Cu-5%Pd/γ-Al2O3 catalyst, 15 mL nitrobenzene, 60 mL ethanol, 30 mL water, T = 453 K, P = 3.5 MPa, and 12 h reaction time, the yield of 2-methylquinoline as high as 66.4% was obtained.

关 键 词：2-甲基喹啉 多相催化 一锅法 硝基苯 原位加氢 

分 类 号：TQ254[化学工程—有机化工]