(2-溴苯基)(4-甲氧基苯基)甲酮的合成研究  

Synthesis of(2-bromophenyl)(4-methoxyphenyl)methanone

作　　者：赵梅梅 杜漠 高艳蓉 唐文强 ZHAO Mei-mei;DU Mo;GAO Yan-rong;TANG Wen-qiang(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Xianyang 712046,China;Xianyang Key Laboratory of Molecular Imaging and Drug Synthesis,School of Pharmacy,Xianyang 712046,China)

机构地区：[1]陕西国际商贸学院,陕西咸阳712046 [2]咸阳市分子影像与药物合成重点实验室,陕西咸阳712046

出　　处：《精细与专用化学品》2022年第7期43-46,共4页Fine and Specialty Chemicals

基　　金：陕西国际商贸学院“中药药效物质研究”创新团队资助项目(SSY18TD02);咸阳市分子影像与药物合成重点实验室项目(2021QXNL-PT-0008)。

摘　　要：2-溴苯甲醛(化合物2)和4-甲氧基苯基溴化镁(化合物3)发生亲核加成反应得到(2-溴苯基)(4-甲氧基苯基)甲醇(化合物4),化合物4经过琼斯氧化反应合成得到目标化合物(2-溴苯基)(4-甲氧基苯基)甲酮(化合物1)。中间体及目标产物的结构通过核磁共振氢谱、碳谱和质谱进行表征,并对两步的反应条件进行研究,确定的亲核加成反应的适宜条件为:物料比n(化合物3)∶n(化合物2)=1.3∶1;反应温度为70℃,反应时间为2.5h。琼斯氧化反应的最佳条件为:反应温度为25℃,反应时间为8h。The intermediate of(2-bromobenzyl)(4-methoxyphenyl)methanol(4)was obtained by nucleophilic addition reaction of 2-bromobenzaldehyde(2)with 4-methoxyphenyl magnesium bromide(3).Then,the target compound(2-bromobenzyl)(4-methoxyphenyl)ketone(1)was synthesized through Jones oxidation reaction of compound(4).The intermediate and product structure were characterized by~1H NMR,C NMR and mass spectrometry.And the reaction conditions of the two steps were discussed.The suitable conditions for the nucleophilic addition reaction were determined as follows:material ratio n(4-methoxyphenyl magnesium bromide)∶n(2-bromobenzaldehyde)=1.3∶1;The reaction temperature was 70℃and the reaction time was 2.5 h.Also,the Jones oxidation reaction conditions were determined as follows:the reaction at 25℃for 8 h.

关 键 词：二芳基甲酮衍生物 亲核加成反应 琼斯氧化反应 合成 

分 类 号：TQ463[化学工程—制药化工]