苔清致香成分柔扁枝衣酸乙酯的合成-烟草科技.pdfVIP

2017 年5 月 烟草科技 May 2017 第50 卷第5 期 Tobacco Science Technology Vol. 50 No. 5 苔清致香成分柔扁枝衣酸乙酯的合成 * 朱龙杰，朱怀远，庄亚东 ，张 媛，刘献军，何红梅 江苏中烟工业有限责任公司技术研发中心，南京市梦都大街28号 210019 摘要：为研究苔清香型香料橡苔和树苔提取物中的关键组分——2-羟基-4-甲氧基-6-丙基苯甲酸乙酯 （柔扁枝衣酸乙酯，化合物4 ）的合成方法，以3-庚烯-2-酮和丙二酸二乙酯为起始原料，经过加成缩合、 芳构化、催化加氢和甲基化4 步反应得到化合物4 。结果表明：①该反应路线原料易得，条件温和，中间 体和目标化合物的产率高、易分离，反应的总产率为53% 。②在化合物4 的制备中，为了防止副反应的 发生，选择逐滴加入碘甲烷，碘甲烷与2,4-二羟基-6-丙基苯甲酸乙酯（化合物3 ）的最佳比例为1∶1。 关键词：2-羟基-4-甲氧基-6-丙基苯甲酸乙酯；柔扁枝衣酸乙酯；3-庚烯-2-酮；丙二酸二乙酯；树苔；橡 苔；苔清香型香料 中图分类号：TS264.3 ；O62 文献标志码：A 文章编号：1002-0861 （2017 ）05-0060-06 Synthesis of moss fragrance component ethyl divaricatinate * ZHU Longjie, ZHU Huaiyuan, ZHUANG Yadong , ZHANG Yuan, LIU Xianjun, HE Hongmei Technology RD Center, China Tobacco Jiangsu Industrial Co., Ltd., Nanjing 210019, China Abstract: Ethyl 2-hydroxy-4-methoxy-6-propylbenzoate (Ethyl divaricatinate, Compound 4) is a key component in moss fragrance spice extracts from oakmoss and treemoss. Compound 4 was synthesized by four-step reactions (addition and condensation reaction, aromatization reaction, catalytic hydrogenation reaction and methylating reaction) using hept-3-en-2-one and diethyl malonate as initial materials. The results showed that: 1) The reaction route had the advantages of available initial materials, moderate temperature, high yield and easy isolation of intermediates and target product, and the total yield reached 53%. 2) In order to prevent side reactions in the synthesis process of Compound 4, methane iodide was added drop by drop with the optimum mole ratio of 1∶1 for methane iodide to ethyl 2,4-dihydroxy-6-propylbenzoate (Compound 3). Keywords: Ethyl 2-hydroxy-4-methoxy-6-propylbenzoate;