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Synthesis of 7-hydroxy-4-methylcoumarin catalyzed by 1-methyl-2-pyrrolidinone hydrosulfate

TENG Junjiang,QIAO Yanhui,LIN Peixi   

  1. School of Chemistry and Life Science,Guangdong College of Petrochemical Technology, Maoming 525000,Guangdong,China
  • Online:2012-06-25 Published:2012-06-05

N-甲基吡咯烷酮硫酸氢盐催化合成7-羟基-4-甲基香豆素

滕俊江,乔艳辉,林培喜   

  1. 广东石油化工学院化学与生命科学学院,广东 茂名 525000

Abstract: 7-Hydroxy-4-methylcoumarin was synthesized by Pechmann reaction using ionic liquid 1-methyl-2-pyrrolidinone hydrosulfate as catalyst without solvent. The results showed that 1-methyl-2-pyrrolidinone hydrosulfate could be reused and exhibited excellent catalytic activity. Under the condition as:n(resorcinol)∶n(ethyl acetoacetate)=1∶1.3,1.2%(percent of total mass of reactants) [Hnmp]HSO4,refluxing for 3 h,the yield of 7-hydroxy-4-methylcoumarin is up to 87.24%. Purity of product analyzed by HPLC is above 98.5%.

Key words: 1-methyl-2-pyrrolidinone, hydrosulfate, 7-hydroxy-4-methylcoumarin, synthesis

摘要: 以离子液体N-甲基吡咯烷酮硫酸氢盐为催化剂,通过Pechmann缩合反应于无溶剂条件下合成了7-羟基-4-甲基香豆素,实验表明N-甲基吡咯烷酮硫酸氢盐可重复使用并具有较好的催化活性。在原料摩尔比n(间苯二酚)∶n(乙酰乙酸乙酯)为1∶1.3、催化剂[Hnmp]HSO4占反应物料总质量的1.2%、回流反应时间3 h的条件下,产品收率达87.24%,经液相色谱分析纯度大于98.5%。

关键词: N-甲基吡咯烷酮, 硫酸氢盐, 7-羟基-4-甲基香豆素, 合成