松香烯丙醇酯的合成研究

Synthesis of Rosin Allyl Alcohol Ester

探索了一种两步合成松香烯丙醇酯的新方法,即先以烯丙醇和对甲苯磺酰氯为原料,以NaOH为催化剂,通过O-酰化反应合成中间体对甲苯磺酸烯丙醇酯,再与松香钠皂发生亲核取代反应合成目标产物松香烯丙醇酯。通过单因素试验,得出合成中间体对甲苯磺酸烯丙醇酯的最佳工艺条件为:n(烯丙醇)∶n(对甲苯磺酰氯)为3∶1,反应温度0℃,反应时间3 h,产率达89.5%;合成目标产物松香烯丙醇酯的最佳工艺条件为:n(松香钠)∶n(对甲苯磺酸烯丙醇酯)为1.3∶1,反应温度40℃,反应时间2 h,产率达75.4%。利用TLC、IR和GC-MS对目标产物进行了分析和表征。试验表明,该法具有反应时间短、反应温度低的优点,能很好地避免原料因高温而发生的副反应。

A new method for synthesizing rosin allyl alcohol ester was studied, p-Toluenesulfonic acid allyl alcohol ester was first synthesized by O-acylation of allyl alcohol with p-toluene sulfonyl chloride, using NaOH as catalyst. Then rosin ally1 alcohol ester was synthesized from sodium resinate and p-toluenesulfonic acid allyl alcohol ester. By single factor experimentation, the optimal conditions for the synthesis of p-toluenesulfonic acid allyl alcohol ester were obtained as follows ： n （ allyl alcohol ） ： n （p-toluene sulfonyl chloride） 3 ： 1, reaction temperature 0 ℃, reaction time 3 h and the yield amounted to 89.5 %. The optimal conditions for the synthesis of rosin allyl alcohol ester were found to be as follows：n（ sodium resinate） ： n（p-toluenesulfonic acid allyl alcohol ester ） 1.3 ： 1, reaction temperature 40 ℃, reaction time 2 h and the yield was up to 75.4 %. Rosin allyl alcohol ester was analyzed and characterized by TLC, IR and GC-MS. From the experiment results it can be concluded that this new method has the advantages of short reaction time, low reaction temperature, no side-reaction due to high temperature.