月桂烯与对苯醌的Diels-Alder反应研究

摘要

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1H NMR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 reation was studied.The structure of product was identified by melt point test, elemental analysis, IR and 1H NMR.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 12 h.Under these conditions, the yield of product is 68.0 ％.