离子液体中6-羟基-2(1H)-喹啉酮的合成研究

研究了对甲氧基苯胺经溴化、酰化和Heck反应在离子液体中合成6-羟基-2(1H)-喹啉酮的方法。对甲氧基苯胺与离子液体bmim]Br3发生选择性溴化反应，以98.2%的收率得到质量分数为99.5%的2-溴-4-甲氧基苯胺；2-溴-4-甲氧基苯胺与丙烯酰氯发生酰化反应，以95.7%的收率得到N-(2-溴-4-甲氧基苯基)丙烯酰胺；在离子液体、醋酸钯、碳酸钾和1,3-双(二苯基膦)丙烷反应体系中，N-(2-溴-4-甲氧基苯基)丙烯酰胺顺利地发生分子内Heck反应，以91.5%的收率得到6-羟基-2(1H)-喹啉酮。该方法原料易得，反应条件易于控制，反应收率高，离子液体可以重复使用，对环境友好。

Study on Synthesis of 6-Hydroxy-1H-quinolin-2-one in Ionic Liquid

A method for synthesis of 6-hydroxy-1H-quinolin-2-one in ionic liquid was studied. The title compound was prepared from p-methoxyaniline via bromination, acylation and Heck reaction. The effects of reaction conditions on bromination and Heck reaction were investigated. p-Methoxyaniline was reacted with ionic liquid bmim]Br3 to afford 2-bromo-4-methoxyaniline in 98.2% yield and 99.5% purity. N-(2-Bromo-4-methoxyphenyl)acrylamide was obtained by the acylation of 2-bromo-4-methoxyaniline with acryloyl chloride in 95.7% yield. The Heck reaction of N-(2-bromo-4-methoxyphenyl)acrylamide was effectively performed in the presence of ionic liquid bmim]Br, Pd(OAc)2, K2CO3 and DPPP to afford 6-hydroxy-1H-quinolin-2-one in 91.5% yield. The new procedure for preparing 6-hydroxy-1H-quinolin-2-one has the advantages of good yield, simple operation and environmental benignity.