摘要
用间氯过氧苯甲酸将(-)-异胡薄荷醇的烯键环氧化,用雷尼镍催化加氢还原8,9-环氧对薄荷烷-3-醇可直接制得(1R,3R,4S,8R/8S)-对薄荷烷-3,9-二醇,用KMnO4/CuSO4·5H2O将9位羟基选择性氧化成羧基制得(3R/3S,3aS,6R,7aR)-二氢薄荷内酯,产物用1H NMR,13C NMR谱和MS进行了表征。催化加氢还原步的优化条件为:雷尼镍/8,9-环氧对薄荷烷-3-醇质量比为3∶10,乙醇∶水(体积比1∶1)作为溶剂,8.0 MPa的氢气,150℃下反应3 h,氢化步产率为77%。
Epoxidation of （-）-isopulegol with m-chloroperbenzoic acid provided （-）-Isopulegol epoxide. Treatment of the epoxide in a high pressure bomb with H2 catalysed by raney-nickel directly afforded （1R, 3R, 4S, 8R/8S）- p-Menthane-3,9-diol. The diol was oxidised selectively by KMnOa/CuSO4-5H20 to give （3R/3S ,3aS, 6R, 7aR）- dihydromintlactone. The products were characterized by 1H NMR, 13C NMR spectra and MS. The optimum conditions for catalytic hydrogenation were as follows： 1.0 g （-）-Isopulegol epoxide, 0.3 g raney-nickel, 2 mL ethanol and 2 mL H20, and hydrogen were charged to a 100 mL high pressure bomb, the bomb was then heated and the mixture was stirred at 150 ℃ for 3 h, while the pressure was maintained at a constant 8.0 MPa, the yield of hydrogenation step was 77%.
出处
《食品工业》
北大核心
2012年第10期38-40,共3页
The Food Industry
