1,2,3,4-四氢-8-甲氧基喹啉的合成研究
摘要
以8-羟基喹啉为原料经碘甲烷甲基化,然后经还原反应合成了1,2,3,4-四氢-8-甲氧基喹啉,并通过成盐酸盐来纯化产品。通过对还原反应和纯化条件的优化得出了比较合理的反应条件,8-甲氧基喹啉:氰基硼氢化钠:冰醋酸=1:3:9.5(mol比),反应温度为20o C~30o C,粗品在异丙醇中成盐酸盐。在此反应条件下产品纯度为99.3%,两步总收率为79.6%。产品结构经1HNMR确认。
引文
[1]陈五红,贺茜,杨春皓,等.3-取代的1,2,3,4-四氢喹啉衍生物及其合成方法和用途:中国,CN1817863[P].2006.
[2]马格努斯-阿里泰G,鲁格瑞R B,沙恩克R M.4-氨基取代-2-取代-1,2,3,4-四氢喹啉化合物:中国,CN101052621[P].2007.
[3]胡琦颖,克桑德G.M.4-咪唑基-1,2,3,4-四氢喹啉衍生物及其作为醛甾酮/11-β-羟化酶抑制剂的用途:中国,CN101605776[P].2009.
[4]Okamoto S.H,Sakuragi M.制备四氢喹啉衍生物的方法:中国,CN101466679[P].2009.
[5]Chao-Jun L,Metairie,LA,et al.Methods for synthesizing heterocycles and therapeutic use of the heterocycles for cancers:美国,US20030149069A1[P].2003.
[6]Ruikui Chen,Xichuan Yang,Haining Tian,et al.Effect of Tetrahydroquinoline Dyes Structure on the Performance of Organic Dye-Sensitized Solar Cells[J].Chem.Mater,2007,19(16):4007-4015.
[7]T Malinauskas,J Stumbraite,V Getautis,et al.Multifunctional emissive material based on1-phenyl-1,2,3,4-tetrahydroquinoline[J].Dyes and Pigments,2009,81(2):131-136.
[2]马格努斯-阿里泰G,鲁格瑞R B,沙恩克R M.4-氨基取代-2-取代-1,2,3,4-四氢喹啉化合物:中国,CN101052621[P].2007.
[3]胡琦颖,克桑德G.M.4-咪唑基-1,2,3,4-四氢喹啉衍生物及其作为醛甾酮/11-β-羟化酶抑制剂的用途:中国,CN101605776[P].2009.
[4]Okamoto S.H,Sakuragi M.制备四氢喹啉衍生物的方法:中国,CN101466679[P].2009.
[5]Chao-Jun L,Metairie,LA,et al.Methods for synthesizing heterocycles and therapeutic use of the heterocycles for cancers:美国,US20030149069A1[P].2003.
[6]Ruikui Chen,Xichuan Yang,Haining Tian,et al.Effect of Tetrahydroquinoline Dyes Structure on the Performance of Organic Dye-Sensitized Solar Cells[J].Chem.Mater,2007,19(16):4007-4015.
[7]T Malinauskas,J Stumbraite,V Getautis,et al.Multifunctional emissive material based on1-phenyl-1,2,3,4-tetrahydroquinoline[J].Dyes and Pigments,2009,81(2):131-136.