2-(4-羟基苯基)六氟异丙醇的合成

Syntheses of 2-(4-Hydroxy-phenyl)-1,1,1,3,3,3-hexafluoro-propan-2-ol

以2-(4-氨基苯基)六氟异丙醇(Ⅰ)为原料,经重氮化、水解制得2-(4-羟基苯基)六氟异丙醇(Ⅱ),产物结构经EA、IR、1HNMR和MS确认;同时,对影响反应的主要因素进行了系统考察。结果表明,在重氮化反应温度为-2～2℃、w(H2SO4)=w(NaNO2)=30%、n(H2SO4)∶n(NaNO2)∶n(Ⅰ)=4.1∶1.1∶1.0及水解反应温度110℃、w(H2SO4)=50%、n(H2SO4)/n(Ⅰ)=11.0、水解时间2 h的优化条件下,目标物的平均收率高达91%。

2- （4-Hydroxy-phenyl） -1,1,1,3,3,3-hexafluoro-propan-2-ol （ I ） was obtained from 2- （ 4- amino-phenyl）-l, 1, 1,3,3, 3-hexafluoro-propan-2-ol （ 11 ） via diazotization and hydrolysis. The influence factors of diazotization and hydrolysis were investigated. The product was identified by EA,IHNMR, IR and MS spectra. The results show that the optimum reaction conditions were as follows：during diazotization, w （ H2SO4 ） = w （ NaNO2 ） = 30%, n （ H2SO4 ） ：n （ NaNO2 ） ：n （ I ） = 4. 1：1.1：1.0,reaction temperature - 2 - 2 ℃ ; during hydrolysis, w （ H2SO4 ） = 50%, n （ H2SO4 ）/n （ I ） = 11.0, reaction temperature 110 ℃, reaction time 2 h. Under these conditions, the yield of the target product 2-（4-hydroxy-phenyl） -1,1,1,3,3,3-hexafluoro-propan-2-ol could reach 91%.