| 经由o-Quinonemethide的trans-Hexahydrocannabinol的简便合成 |
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| 引用本文： | 陆占国.经由o-Quinonemethide的trans-Hexahydrocannabinol的简便合成[J].化学学报,2006,17(17):1843-1846. |
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| 作者姓名： | 陆占国 |
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| 作者单位： | 哈尔滨商业大学化学中心,哈尔滨,150076 |
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| 摘 要： | 建立了一个在质子性溶剂中经由o-quinonemethide中间体的trans-hexahydrocannabinol的简便合成方法. 用对甲苯磺酸为催化剂, 加热回流resorcinol衍生物和citronellal之间偶联产物的甲醇溶液, 酚的脱保护、o-quinonemethides的生成以及分子内狄尔斯-阿尔德环加成反应一步完成, 产率为93%～95%.
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| 关 键 词： | o-quinonemethide Diels-Alder反应 trans-hexahydrocannabinol |
| 收稿时间： | 03 3 2005 12:00AM |
| 修稿时间： | 2005-03-032005-07-15 |
A Facile Synthesis of trans-Hexahydrocannabinol via an o-Quinonemethide |
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| LU,Zhan-Guo.A Facile Synthesis of trans-Hexahydrocannabinol via an o-Quinonemethide[J].Acta Chimica Sinica,2006,17(17):1843-1846. |
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| Authors: | LU Zhan-Guo |
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| Institution: | Chemical Center, Harbin University of Commerce, Harbin 150076 |
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| Abstract: | A simple synthesis of trans-hexahydrocannabinol via an o-quinonemethide in protic solvent was established. The methanol solution of coupling product of a resorcinol derivatives and citronellal was refluxed in the presence of p-methylbenzenesulforic acid as an catalyst, the deprotection of phenols, production of o-quinonemethides and intramolucular Diels-Alder cycloaddition reaction took place in one step, in 93%-95% yield. |
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| Keywords: | o-quinonemethide Diels-Alder reaction trans-hexahydrocannabinol |
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