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相转移催化法合成5-羟基黄酮的研究
Synthesis of 5-Hydroxyflavone by Phase-transfer Catalysis
【摘要】 以间苯二酚为原料,经过成环、酯化、重排、开环4步反应,制得2,6-二羟基苯乙酮(1),对1进行了1HNMR表征,并对1的合成机理进行了推测;1与苯甲酰氯在相转移催化剂四丁基硫酸氢铵催化下进行反应,得到5-羟基黄酮(2),对2进行了IR及1HNMR表征,并对其合成机理进行了推测。考察了相转移催化反应温度、催化剂加入量对于产品收率的影响,较佳条件为:反应温度60℃,n(1)∶n(四丁基硫酸氢铵)=1∶1.3,2的收率达到65%。
【Abstract】 Reaction of 2,6-dihydroxyacetophenone (1) with benzoyl chloride under phase-transfer catalysis by tetrabutyl ammonium bisulfate formed 5-hydroxyflavone (2) in 65% yield at 60℃ with n (1):n (tetrabutylammoniumbisulfate)=1∶1.3. 1 was synthesized from resorcinol in four steps including cyclization, esterification, rearrangement and ring-opening. The structures of 1 and 2 were identified by IR and 1H NMR. Mechanisms for formation of 1 and 2 were also proposed.
【关键词】 5-羟基黄酮;
相转移催化;
2,6-二羟基苯乙酮;
合成;
【Key words】 5-hydroxyflavone; phase-transfer catalysis; 2,6-dihydroxyacetophenone; synthesis;
【Key words】 5-hydroxyflavone; phase-transfer catalysis; 2,6-dihydroxyacetophenone; synthesis;
- 【文献出处】 精细化工中间体 ,Fine Chemical Intermediates , 编辑部邮箱 ,2009年05期
- 【分类号】R914
- 【被引频次】4
- 【下载频次】249