月桂烯与对苯醌的Diels-Alder反应研究

Diels-Alder Reaction of Myrcene and p-Benzoquinone

研究了月桂烯与对苯醌的Diels-Alder反应,采用熔点测定、元素分析、红外光谱和1HNMR等手段对产物进行了鉴定,确证产物为5,5-二甲基-5,6,7,8,9,10-六氢蒽-1,4-二酚。对产物进行了高效液相色谱分析,产物纯度达到99.0%。探讨了催化剂种类、催化剂用量、反应温度、反应时间和反应物物质的量比对产物收率的影响,得到适宜的工艺条件为n(月桂烯)∶n(对苯醌)1.2∶1,催化剂三氟化硼-乙醚,其用量为对苯醌质量的9.8%,反应温度40℃,反应时间12 h,产物得率为68.0%。

Preparation of 5,5-dimethyl-5,6,7,8,9,10-hexahydroanthracene-1,4-diol using myrcene and p-benzoquinone as raw materials by Diels-Alder reaction was studied.The structure of product was identified by melt point test,elemental analysis,IR and 1HNMR.The purity of product reached 99.0% by HPLC analysis.Effects of different types of catalysts,catalyst amount,reaction temperature,reaction time and molar ratio of myrcene to p-benzoquinone on the yield of product were discussed.The optimum reaction conditions were as follows： n（myrcene）∶n（p-benzoquinone）=1.2∶1,boron trifluoride etherate as catalyst,amount of catalyst 9.8%（according to weight of p-benzoquinone）,reaction temperature 40℃ and reaction time 12h.Under these conditions,the yield of product is 68.0%.