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苔清致香成分柔扁枝衣酸乙酯的合成

Synthesis of moss fragrance component ethyl divaricatinate

  • 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。

     

    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).

     

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