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4-甲氧基-7-乙氧基香豆素及其衍生物的合成
Synthesis of 4-Methoxy-7-ethoxycoumarin and Its derivatives
【摘要】 以间苯二酚和氰基乙酸为主要原料,经Pechmann反应,水解,甲醚化,Williamson反应合成了7种新的4-甲氧基-7-乙氧基香豆素及其衍生物。考察了影响Williamson反应的因素,Williamson反应的优化条件为,DMF溶剂中,n(4-甲氧基-7-羟基香豆素)∶n(卤代烃)∶n(碳酸钾)∶n(TEBA)=1∶1.5∶2.5∶0.15,60℃反应25 h,产率在57%~95%。中间产物及目标产物结构经IR,MS,1H NMR表征得以证实。
【Abstract】 Seven new 4-methoxy-7-ethoxycoumarin and its derivatives were synthesized from resorcinol and cyanoacetic acid by Pechmann reaction,hydrolyzation,methyl etherization and Williamson reaction.The optimum conditions for Williamson reaction were determined.When n(4-methoxy-7-hydroxycoumarin)∶n(alkylhalides)∶n(anhydrous potassium carbonate)∶n(TEBA)=1∶1.5∶2.5∶0.15 and reacting at 60℃ for 25 h in DMF,the yields were between 57%~95%.The structures of the intermediates and the products were confirmed by IR,MS and()~1H NMR.
【Key words】 4,7-dihydroxycoumarin; 4-methoxy-7-ethoxycoumarin; Williamson reaction;
- 【文献出处】 化学世界 ,Chemical World , 编辑部邮箱 ,2008年05期
- 【分类号】R284
- 【被引频次】2
- 【下载频次】656