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8(或6)-氯-7-羟基-4-甲基香豆素及其衍生物的合成
Synthesis of 8(or 6)-Chloro-7-hydroxy-4-methylcoumarins and Their Derivatives
【摘要】 以2(或4)-氯间苯二酚和乙酰乙酸乙酯为原料,通过Pechmann缩合反应,合成了新的8(或6)-氯-7-羟基-4-甲基香豆素(1a或1b);1经硫酸二甲酯甲基化得2a或2b;以四正丁基溴化铵作相转移催化剂,1经Wil-liamson反应合成了6个新的氯代香豆素衍生物(3a~6a,3b,4b),产率66%~92%。1~6的结构经1H NMR,IR和GC-MS表征。
【Abstract】 8(or 6)-Chloro-7-hydroxy-4-methylcoumarin(1a or 1b) was prepared by Pechmann condensation between resorcinol chloride and ethyl acetoacetate. 1 reacted with dimethyl fulfate and produced 2a or 2b. Six new 7-alkylox-8(or 6)-chloro-4-methyl coumarins(3a~6a,3b and 4b) in yields of 66%~92% were synthesized via Williamson reaction of 1 and alkyl halides using tetrabutylammonium bromide as a phase transfer catalyst. The structures of 1~6 were characterized by 1H NMR,IR and GC-MS.
【关键词】 氯代香豆素;
Pechmann缩合;
Williamson反应;
合成;
【Key words】 coumarin chloride; Pechmann condensation; Williamson reaction; synthesis;
【Key words】 coumarin chloride; Pechmann condensation; Williamson reaction; synthesis;
【基金】 国家自然科学基金资助项目(20502011);教育部重点实验室绿色农药实验室开放基金项目(2007GDGP0101)
- 【文献出处】 合成化学 ,Chinese Journal of Synthetic Chemistry , 编辑部邮箱 ,2009年03期
- 【分类号】O621.3
- 【被引频次】4
- 【下载频次】464