1,2-二苯乙炔的合成研究  

Study on the Synthesis of 1,2-Diphenylethyne

作　　者：周蕊[1] 邢炎华 胡亚刚[1] ZHOU Rui;XING Yan-hua;HU Ya-gang(School of Pharmacy,Shaanxi Institute of International Trade&Commerce,Shaanxi Xi’an 712046,China)

机构地区：[1]陕西国际商贸学院医药学院,陕西西安712046

出　　处：《当代化工》2019年第11期2473-2476,共4页Contemporary Chemical Industry

基　　金：陕西省教育厅项目,项目号:17JK0945,18JK0950.

摘　　要：以溴苯和苯乙炔为原料,经过Sonogashira偶联反应得到1,2-二苯乙炔,产物结构经1H NMR、13C NMR和ESI-MS确证。并对Sonogashira偶联反应条件进行研究,确定最佳条件为:物料比为n (溴苯)∶n (苯乙炔)=1.5∶1;催化剂Pd(PPh3)2Cl2用量为n(Pd(PPh3)2Cl2)∶n(苯乙炔)=0.04∶1;PPh3用量为n(PPh3)∶n(苯乙炔)=0.3∶1;Cu I用量为n(Cu I)∶n(苯乙炔)=0.1∶1;反应溶剂为N,N-二甲基甲酰胺和三乙胺的混合溶剂(V∶V=2∶1);反应温度70℃;反应时间8 h;产物收率为88.7%。按照最佳反应条件,4-甲氧基溴苯与4-甲氧基苯乙炔反应得到1,2-双(4-甲氧基苯基)乙炔,收率为84.3%。1,2-Diphenylethyne was synthesized from bromobenzene and ethynylbenzene by Sonogashira coupling reaction. The structure of the product was confirmed by 1 H NMR, 13 C NMR and ESI-MS. The optimal reaction conditions of Sonogashira coupling reaction were determined as follows∶n(bromobenzene)∶n(ethynylbenzene) = 1.5∶1, n(Pd(PPh3)2 Cl2)∶n(ethynylbenzene) = 0.04∶1, n(PPh3)∶n(ethynylbenzene)= 0.3∶1, n(CuI)∶n(ethynylbenzene)= 0.1∶1, VDMF∶VTEA= 2∶1, the reaction temperature 70 ℃ and reaction time 8 h.The yield of target compound was 88.7%. The synthetic method was used for synthesis of 1,2-bis(4-methoxyphenyl)ethyne by the Sonogashira coupling reaction of 1-bromo-4-methoxybenzene and 1-ethynyl-4-methoxybenzene,the yield reached 84.3% under optimum reaction conditions.

关 键 词：1 2-二苯乙炔 1 2-双(4-甲氧基苯基)乙炔 SONOGASHIRA偶联反应 合成 

分 类 号：TQ241.24[化学工程—有机化工]