稳定性同位素氘标记对羟基苯甲酸正丁酯的合成与表征

以对羟基苯甲酸-环-D4为同位素原料,酸性条件下与正丁醇反应得到对羟基苯甲酸正丁酯-环-D4。考察了酸性催化剂种类对产物同位素丰度的影响,筛选出最佳酸性催化剂对甲苯磺酸。通过单因素实验得到优化后的工艺参数,n(正丁醇)∶n(对羟基苯甲酸-环-D_4)=5∶1,m(对甲苯磺酸)∶m(对羟基苯甲酸-环-D_4)=0.05∶1,反应温度为95℃,反应时间为4.5 h。产物经GC-MS、~1HNMR和FT-IR进行分析,化学纯度99.0%,同位素丰度97 atom%D。

Synthesis and Characterization of Stable Isotope Deuterium Labelled Butyl 4-Hydroxybenzoate

A new procedure for the synthesis of the deuterium labelled butyl 4-hydroxybenzoate has been developed.The effects of acid catalysts types on isotope abundance of butyl 4-hydroxybenzoate-ring-D4 were investigated,and p-toluene sulfonic acid was chosen as the catalyst.The optimal reaction conditions were obtained as follows:The molar ratio of butyl alcohol to 4-hydroxybenzoic acid-ring-D4 was 5 ∶ 1,the mass ratio of p-toluene sulfonic acid to 4-hydroxybenzoic acid-ring-D4 was 0.05 ∶ 1,the temperature was 95 ℃,the reaction time was 4.5 h.The chemical purity was above 99.0％,and the isotopic abundance was above 97 atom％ D.The product butyl 4-hydroxybenzoate-ring-D4 was carried out by GC-MS,1HNMR and FT-IR.