在常压和加压条件下直接合成萜烯马来酸二甲酯加合物

Synthesis of Terpene-dimethyl Maleate Adduct under Atmospheric and Pressurized Conditions

以工业双戊烯为原料,马来酸二甲酯为双烯加成试剂,在常压和加压两种条件下合成了萜烯马来酸二甲酯加合物。常压下,加热至185℃回流10 h,产率为55%;压力反应釜中,压力为1.5 MPa,反应温度为240℃,反应2 h即可进行完全,产率为78.6%。纯化产物用GC-MS、1H NMR和FT-IR进行了表征。GC-MS表明经蒸馏纯化的产物中分子离子峰质荷比为280.1的萜烯马来酸二甲酯同分异构体约有20个,纯度为95.2%。经产物的1H NMR计算得到产物中Diels-Alder加成物质量分数为35%。

Terpene-dimethyl maleate adduct was prepared under atmospheric and pressurized conditions from industrial dipentene and dimethyl maleate as a dienophile.Under atmospheric condition,the yield of terpene-dimethyl maleate adduct was 55% after reflux at 185 ℃ for 10 h.In the hermetic autoclave,the yield of terpene-dimethyl maleate adduct achieved at 78.6 % after 2 h at 240 ℃ and 1.5 MPa.The adduct was characterized by GC-MS,1 H NMR and FT-IR.GC-MS indicated that there were 20 geometric isomers.The mass charge ratio of those molecular ion peaks was 280.1 in the purified adduct and the purity was 95.2%.The content of the Diels-Alder adduct was about 35% of the purified adduct which was calculated from ^1 H NMR.