反应合成2-(4-硝基苯基)羟甲基丙烯酸酯

摘要

A serious of 2 -[(4 - nitrophenyDhydroxy methyl]acrylates were synthesized by nucleophillic addition of acrylates and p-nitrophenyl aldehyde via MBH reaction catalyzed by Lewis bases. Various factors affecting the productivity of target products in the process were investigated and reaction conditions were optimized. The most effective catalyst was found to be liquid ion [N - μ- (CH2CH2)3N+ H] [CH3COO-]. The most suitable solvent was chosen to be THF. The optimal ratio of reactants was determined as n (acrylates) : n (p- nitrophenyl aldehyde) : n (the liquid ion catalyst) =3 : 1 : 1. The reaction was best carried out at ambient temperature for 24h. The targeted products were isolated by column chromatography and their molecular structures were characterized by 'H NMR,13C NMR and IR spectroscopy respectively.%通过MBH反应,用路易斯碱催化丙烯酸酯与对硝基苯甲醛的亲核加成反应,合成了一系列2-[(4-硝基苯基)羟甲基]丙烯酸酯.研究了各种因素对产率的影响,优化了反应条件.离子液体[N-μ-(CH2CH2)3N+ H][CH3COO-]为催化剂；THF为溶剂；反应物最佳配料比为∶n(丙烯酸酯)∶n(对硝基苯甲醛)∶n(离子液催化剂)=3 ∶ 1∶1；在室温下反应24h.目标产物经柱色谱分离提纯,对其分子结构进行了1H NMR,13C NMR,IR表征.