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Williamson反应合成了6个新的氯代香豆素衍生物(3a-6a,3b,ab),产率66%~92%。1—6的结构经^1H NMR,IR和GC—MS表征。
8 ( or 6) -Chloro-7-hydroxy-4-methylcoumarin( la or lb) 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.