以四正丁基溴化铵(TBAB)作相转移催化剂,7-羟基香豆素(1)或7-羟基4-甲基香豆素(2)与5种卤代烃经Williamson反应合成了10个新的7-烷氧基香豆素,其结构经^1H NMR,IR和MS表征。Willlamson反应的优化条件为:以丙酮为溶剂,在碘化钾存在下,1或25mmol,n(1或2):n(卤代烃):n(碳酸钾):n(TBAB)=1.0:1.5:2.5:0.1,于60℃-100℃反应5h~8h,产率84%-96%。
Ten novel 7-alkoxylcoumarins were synthesized by Williamson reaction of 7-hydroxycouma- rin(1) or 7-hydroxy4-methylcoumarin(2) and five alkyl halides using tetrabutylammonium bromide (TBAB) as a phase transfer catalyst. The structures were characterized by 1H NMR, IR and MS. Optimum conditions of Williamson reaction in acetone in presence of KI at 60℃ -80 ℃ for 5 h ~ 8 h were as follows: 1(or 2) was 5 mmol; n(1 or 2) : n(alkyl halide) : n(K2CO3) : n(TBAB) = 1.0 : 1.5 : 2.5 : 0.1. The yields were 84% - 96% under the optimum conditions.