对三氟甲氧基-N-羟乙基苯胺的合成

Synthesis of p-(Trifluoromethoxy)-N-hydroxyethyl-benzenamine

由对三氟甲氧基苯胺(Ⅰ)为原料通过与氯甲酸-2-氯乙酯进行酰胺化反应后,在氢氧化钠水溶液中水解重排,选择性地合成了单-N-羟乙基化反应产物对三氟甲氧基-N-羟乙基苯胺(Ⅲ),产物结构经1HNMR1、3CNMR、MS和IR表征.考察各因素对产物收率的影响,得到最佳反应条件为:酰胺化反应溶剂为二氧六环,反应温度50℃,n(NaOH)n∶(酰胺化物)=5∶1,反应时间7 h,Ⅲ的总收率可达93.7%.

p-（Trifluoromethoxy）-N-hydroxyethyl-benzenamine（Ⅲ） was selectively synthesized using p-（trifluoromethoxy）-benzenamine（Ⅰ） as the raw material.The product was obtained by the route during the amidation with chloroethyl chloroformate,then hydrolyzed and rearranged in NaOH aqueous solution.The structure of products was confirmed by 1HNMR,13CNMR,MS and IR.The effects of factors on the yield of products were investigated.It was found that the yield of Ⅲ can reach 93.7% under the optimal reaction condition of n（NaOH）∶n（amide） with 5∶1 at 50 ℃ for 7 h in dioxane.