含七氟异丙基的苯胺类化合物的合成  

Synthesis of Heptafluoroisopropyl-containing Aniline Compounds

作　　者：唐秀红[1] 孙华君[1] 曹松[1] 

机构地区：[1]华东理工大学药学院,氟化学工程中心,上海200237

出　　处：《化工生产与技术》2008年第6期5-7,共3页Chemical Production and Technology

摘　　要：以连二亚硫酸钠为引发剂,在苯环上通过自由基亲电取代反应引入七氟异丙基,合成了一系列含七氟异丙基的苯胺类衍生物,研究了各种条件对反应的速度和收率的影响。最佳结果为:芳胺与七氟异丙基碘的物质的量比1:1.1～1.5,连二亚硫酸钠、碳酸氢钠与苯胺的物质的量分别为1.1～1.3,相转移催化剂四丁基溴化铵与苯胺的物质的量比在0.05～0.1,溶剂总用量使苯胺浓度在0.5～1.0mol/L;反应温度10～20℃;溶剂采用乙醚。取代基供电子性越强,反应时间越短,产率越高;氨基的对位优先反应,氨基的邻位较难发生反应;且七氟异丙基总是优先取代在芳环电子云密度较高的位置上。Aniline compounds containing heptafluoroisopropyl was synthesized through taking sodium dithionite as evocating agent,and introducing heptafluoroisopropyl by free radical electrophilic substitution on benzene ring. The influence of each condition on the reaction speed and yield was studied,and the optimal conditions were: the ratio of the amount of substance of aromatic amine and heptafluoro-iso-propyl iodine was 1:1.1～1.5,the amount of substance of sodium dithionite,sodium bicarbonate,aniline compounds were respectively 1.1～1.3,the amount of substance of phase transfer catalyst TBAB and aniline compounds was 0.05～0.1,the concentration of aniline compound was 0.5～1.0 mol/L,reaction temperature was 10～20 ℃,and the solvent was aether.

关 键 词：七氟异丙基 苯胺衍生物 连二亚硫酸钠 自由基亲电取代反应 合成 

分 类 号：TQ246.34[化学工程—有机化工]