有机溶剂法非均相合成8-羟基喹啉

Non-homogeneous synthesis of 8-hydroxyquinoline by organic solvent method

邻氨基苯酚、邻硝基苯酚在盐酸与甲苯混合溶液中,高温下与丙烯醛发生反应生成8-羟基喹啉,反应阻聚剂为对苯二酚,催化剂为四丁基溴化铵。反应条件为:n(邻氨基苯酚)∶n(邻硝基苯酚)∶n(丙烯醛)∶n(对苯二酚)∶n(四丁基溴化铵)=1∶0.5∶1.6∶0.01∶0.001,溶剂V(甲苯)∶V(盐酸)=1∶3,反应温度120℃,丙烯醛进料时间6 h,反应时间1 h,反应提纯收率72%。反应条件温和,反应收率稳定,反应过程中杂质少。该反应降低了溶剂回收等后处理难度,解决了当前工业化生产中后处理困难、废物量大的痛点。

The reaction of o-aminophenol and o-nitrophenol with acrolein in a mixed solution of hydrochloric acid and toluene to form 8-hydroxyquinoline at high temperature was carried out with the polymerization blocking agent of hydroquinone and catalyst of tetrabutylammonium bromide.The reaction conditions were as follows:n(o-aminophenol)∶n(o-nitrophenol)∶n(acrolein)∶n(hydroquinone)∶n(tetrabutylammonium bromide)=1∶0.5∶1.6∶0.01∶0.001,solvent V(toluene)∶V(hydrochloric acid)=1∶3,reaction temperature 120℃acrolein feeding time was 6 h,after the dropwise addition was completed,the reaction was continued to reflux for 1 h.The final yield of the reaction was 72%.The reaction conditions are mild,the reaction yield is stable,and there are few impurities in the reaction process.The reaction reduced the difficulty of post-processing such as solvent recovery,and solved the difficulty of post-processing difficulty and large amount of waste in industrialization.