乙基苯炔基四氟联苯胺的合成研究  

Synthesis of 4'-(4-Ethyl-phenylethynyl)-3,5,2',6'-tetrafluoro-biphenyl-4-ylamine

作　　者：郭晶晶 王冠 马良秀 叶海伟[1] GUO Jing-jing;WANG Guan;MA Liang-xiu;YE Hai-wei(Chemical Pharmaceutical Research Institute,Taizhou Vocational&Technical College,Taizhou 318000,China;Tiantai Yisheng Biochemical Technology Co.,Ltd.,Tiantai 317200,China)

机构地区：[1]台州职业技术学院化学制药研究所,浙江台州318000 [2]天台宜生生化科技有限公司,浙江天台317200

出　　处：《精细化工中间体》2024年第2期59-62,共4页Fine Chemical Intermediates

基　　金：台州市科技计划项目(21gyb29);台州市科技计划项目(22ywa61)。

摘　　要：乙基苯炔基四氟联苯胺(3)是炔烃类液晶关键中间体,针对氟苯乙炔苯硼酸稳定性差,3合成难问题,通过构建二氟碘苯胺与联硼酸频那醇酯反应中间体二氧硼烷二氟苯胺(2),与对乙基苯乙炔、二氟溴碘苯Sonogashira偶联产物2-溴-1,3-二氟-5-(4-乙基苯乙炔基)苯(1)的Suzuki偶联,合成目标产物3。其结构经1H NMR、ESI-MS等确证,并对合成工艺进行了优化,总收率达70%,纯度99.5%(HPLC)。4´-(4-Ethyl-phenylethynyl)-3,5,2´,6´-tetrafluoro-biphenyl-4-ylamine(3)is a key intermediate of fluorotolane liquid crystal compounds.Due to the poor stability of 2,6-difluoro-4-phenylethynyl-phenylboronic acid,it is difficult for the synthesis of 3.However,the target product 3 can be synthesized via Suzuki Coupling with 2,which is the intermediate of 2,6-difluoro-4-iodoaniline and bis(pinacolato)diboron,and 1,which is the sonogashira coupling product of 4-ethylphenylacetylene and 2-bromo-1,3-difluoro-5-(4-ethylphenylethynyl)benzene.The structure was confirmed by 1H NMR,ESI-MS,etc.,and the synthetic process was optimized with an overall yield of 70%,and the purity was 99.5%(HPLC).

关 键 词：乙基苯炔基四氟联苯胺 二氧硼烷二氟苯胺 工艺优化 

分 类 号：R914[医药卫生—药物化学]