Liu Chang-chun
2010
Citations
0
Influential Citations
0
Citations
Journal
Fine chemicals
Abstract
A method for the synthesis of 6-hydroxy-1H-quinolin-2-one in ionic liquid was investigated.The title compound was prepared from p-methoxyaniline via bromination,acylation and the Heck reaction.The effects of reaction conditions on bromination and the Heck reaction were investigated.p-Methoxyaniline reacted with ionic liquid [bmim]Br3 to give 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 give 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.