Doebner-Miller法合成8-羟基喹哪啶的工艺研究  

STUDY ON SYNTHESIS OF 8-HYDROXYQUINOLINE BY DOEBNER-MILLER METHOD

作　　者：李树安[1] 张珍明[1,2] 齐家娟[1,2] 王婷[1,2] 赵红博[1,2] 

机构地区：[1]淮海工学院,江苏省海洋资源开发研究院,江苏连云港222001 [2]中国矿业大学环境与测绘学院,江苏徐州221116

出　　处：《精细石油化工》2013年第4期22-24,共3页Speciality Petrochemicals

基　　金：江苏省高校产业化推进项目(JHB2011-60);连云港市工业攻关项目(CG1007);连云港市产学研联合研究项目(CXY1212);海洋公益性行业科研专项(201305007);江苏省高校优势学科建设工程资助项目

摘　　要：以邻氨基苯酚、邻硝基苯酚和巴豆醛为原料,在含有乙酸的盐酸水溶液中,用Doebner-Miller法合成重要医药中间体8-羟基喹哪啶。较佳的反应条件为:n(邻氨基酚)∶n(邻硝基酚)∶n(巴豆醛)∶n(乙酸)∶n(AlCl3)=1∶0.36∶1.1∶1.0∶0.15,搅拌速率为400r/min,巴豆醛滴加时间为3h,在90～100℃反应5h,经中和、蒸馏等后处理得到8-羟基喹哪啶,收率76%(以邻氨基苯酚计),纯度99.3%。通过元素分析、红外光谱、核磁共振谱等对8-羟基喹哪啶的结构进行了表征。8-Hydroxyquinaldine,an important medicine intermediate,was synthesized by DoebnerMiller method fromo-aminophenol,o-nitrophenol,crotonaldehyde,acetic acid and AlCl3in the HCl aqueous solution under the optimal conditions：n（o-aminophenol）∶n（o-nitrophenol）∶n（crotonaldehyde）∶n（acetic acid）∶n（AlCl3）=1∶0.3∶1.1∶1.0∶0.15,stirring speed was 400r/min,drop time of crotonaldehyde was 3h,and reaction carry out was at 90-100℃for 5h.The yield and purity of 8-hydroxyquinaldine were 76%（calculated based on o-aminophenol added）and 99.3%respectively after neutralization and distillation.The structure of 8-hydroxyquinaldine was confirmed by elemental analysis,IR,and 1 H NMR.

关 键 词：8-羟基喹哪啶 邻氨基苯酚 巴豆醛 Doebner-Miller合成 

分 类 号：TQ421.38[化学工程]