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6-(4-甲基-3-戊烯基)-5,8-二氢-1,4-萘二酚的合成研究

Synthesis of 6-(4-Methyl-pent-3-enyl)-5,8-dihydro-naphth- alene-1,4-diol

  • 摘要: 以月桂烯与对苯醌为原料,合成了萘二酚衍生物,采用GC-MS、熔点测定、红外光谱和1HNMR等手段对实验产物进行了鉴定,确证产物为6-(4-甲基-3-戊烯基)-5,8-二氢-1,4-萘二酚。利用单因素试验研究了催化剂种类、催化剂用量、溶剂种类、反应温度、反应物物质的量之比和反应时间对产物得率的影响,得到适宜的工艺条件为:n(月桂烯):n(对苯醌)1:1,催化剂为氯化锌,其用量为对苯醌质量的15%,溶剂为乙酸乙酯,反应温度80℃,反应时间10h。在上述条件下,反应选择性较高,产物得率为81.0%。

     

    Abstract: The myrcene and 1,4-benzoquinone are used as raw materials to synthesize naphthalene catechol derivatives naphthalene-1,4-diol. Using GC-MS, melting point determination, FT-IR, 1HNMR as detection means, the structure of the product is identified as 6-(4-methyl-pent-3-enyl)-5,8-dihydronaphthalene-1,4-diol. Diels-Alder reaction is affected by different type of catalysts, catalyst amount, reaction solvent, reaction temperature, the ratio of raw materials and reaction time. It is concluded that the suitable molar ratio of myrcene to 1,4-benzoquinone is 1:1,while the fittest catalyst is ZnCl2, the dosage is 15% of 1,4-benzoquinone. Ethyl acetate is chosen as solvent and the reaction temperature is 80℃, reaction time is 10 h. Under this condition, the selectivity and yield of product reached 81.0% separately.

     

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