4-(6-氨基己氧基)-4′-氰基联苯的合成  

Synthesis of 4-(6-Aminohexyloxy)-4′-cyanobiphenyl

作　　者：张彩云[1] 章于川[1] 杭德余[1] 沈金平[1] 董前年[1] 

机构地区：[1]安徽大学化学化工学院,安徽合肥230039

出　　处：《精细化工》2005年第11期806-808,共3页Fine Chemicals

基　　金：安徽省"十五"攻关项目(200183)~~

摘　　要：以4-羟基-4′-氰基联苯(Ⅰ)为原料,在碳酸钾(水和乙醇作溶剂)溶液中与1,6-二溴己烷反应得到4-(6-溴己氧基)-4′-氰基联苯(Ⅱ),然后经过Gabriel反应、肼解反应制得4-(6-氨基己氧基)-4′-氰基联苯(Ⅳ)。与国外相似结构的合成工作相比,简化了反应步骤,且总收率由文献[2]的27.8%提高到55.2%。用IR、1HNMR和元素分析确证了目标产物的化学结构;经DSC测试,其液晶相转变温度为:Tm(熔点)83℃,Ti(清亮点)104℃。为了应用和贮存将其转变为相应的盐酸盐。4-（ 6-Aminohexyloxy ）-4＇-cyanobiphenyl （Ⅳ） was synthesized from 4-hydroxy-d＇- eyanobiphenyl （Ⅰ） in three steps. Firstly,Ⅰetherified with 1,6-dibromohexane to form 4-（ 6- bromohexyloxy）-d＇-eyanobiphenyl（Ⅱ） in the presence of potassium carbonate. Then Ⅱ reacted with potassium phthalimide to give 4-（ 6-phthalimidohexyloxy ）-4-＇-eyanobiphenyl （Ⅲ）. Finally, Ⅳwas obtained by hydrazinolysis of m. The total yield reached as high as 55.2% compared with 27.8% in the literature ,at the same time the procedure was simplified. Structures of the target product （ Ⅳ） and intermediates（Ⅱ,Ⅲ） were confirmed by IR, ^1HNMR and elementary analysis. Melting point and clearing point of Ⅳ were 87℃ and 104 ℃ respectively by DSC. Compound Ⅳ reacted with dry HCl to give the corresponding salt for application and conservation.

关 键 词：4-(6-氨基己氧基)-4’-氰基联苯 Gabriel反应 肼解 液晶 

分 类 号：O753.2[理学—晶体学]