异海松酸甲酯的合成与结构表征

Synthesis and Structural Characterization of Methyl Isopimarate

以异海松酸为原料,草酰氯为酰氯化试剂,合成异海松酸酰氯活性中间体,在三乙胺作用下进行甲酯化反应制备异海松酸甲酯,并通过FT-IR、GC-MS、1H NMR和13C NMR等手段对产物进行了表征。用单因素试验法分别对异海松酸酰氯和异海松酸甲酯合成工艺进行优化,研究结果表明,当酰氯化反应中异海松酸与草酰氯物质的量比为1∶1,反应时间为3 h,甲酯化反应中异海松酸酰氯与三乙胺物质的量比为1∶0.24,反应时间为80 min时,目标产物的酰基转化率为99.43%,产物为白色晶体,总产率86.3%。

With isopimaric acid as initiating material, oxalyl chloride as the acyl chlorination reagent, isopimaric chloride active intermediate was synthesized. Then under the action of triethylamine, isopimaric chloride was reacted with methanol to obtain methyl isopimarate,and the title compound was characterized by FT-IR, GC/MS, IH NMR and 13C NMR spectroscopy. By single fraction tests ,the influences of reaction time, material ratio, and dosage of triethylamine on these two reactions were explored. The results showed that the optimal synthetic conditions of the reaction were the molar ratio of isopimaric acid and oxalyl chloride 1 ： 1, reaction time 3h in acyl chlorination reactoin, and the molar ratio of triethylamine and isopimaric chloride 1 ： 0.24, reaction time 80min in esterification reaction. Under these conditions, the acyl conversion rate was 99.43 %, the target product was white crystal and the total yield was 86.3 %.