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利用两相Friedel-Crafts反应合成质体醌Plastoquinone-9
引用本文:蒋明忠,雷泽,祝正辉,付正启,木晓云,温晓江,朱洪友.利用两相Friedel-Crafts反应合成质体醌Plastoquinone-9[J].云南大学学报(自然科学版),2009,31(5):505.
作者姓名:蒋明忠  雷泽  祝正辉  付正启  木晓云  温晓江  朱洪友
作者单位:1. 云南大学化学科学与工程学院教育部自然资源药物化学重点实验室, 云南昆明 650091;
2. 云南警官学院, 云南昆明650223;
3. 昆明云大医药开发有限公司, 云南昆明 650222;
4. 益阳市环境监测站, 湖南益阳 413000
摘    要: 以2,3-二甲基苯胺经硅胶受载氧化剂Na2CrO7-H2SO4氧化、NaBH4还原生成的2,3-二甲基-1,4苯二酚作为质体醌的合成母体,在CH3NO2-正己烷两相反应体系中,43~45℃及BF3·Et2O催化下与从烟浸膏精制的高纯茄尼醇发生Friedel-Crafts反应合成质体醌Plastoquinone-9的氢醌,再经催化量的FeCl3·6H2O存在下的空气氧化,以满意的收率及选择性合成了Plastoquinone-9.

关 键 词:2  3-二甲基苯胺  茄尼醇  质体醌-9  付-克反应
收稿时间:2009-3-19

Synthesis of plastoquinone-9 by two-phase Friedel-Crafts reaction
JIANG Ming-zhong,LEI Ze,ZHU Zheng-hui,FU Zheng-qi,MU Xiao-yun,WEN Xiao-jiang,ZHU Hong-you.Synthesis of plastoquinone-9 by two-phase Friedel-Crafts reaction[J].Journal of Yunnan University(Natural Sciences),2009,31(5):505.
Authors:JIANG Ming-zhong  LEI Ze  ZHU Zheng-hui  FU Zheng-qi  MU Xiao-yun  WEN Xiao-jiang  ZHU Hong-you
Institution:1. College of Chemical Science and Engineering, Key laboratory of Medicinal Chemistry forNatural Resource of Ministry of Education, Yunnan University, Kunming 650091, China;
2. Yunnan Police Officer Academy, Kunming 650223, China;
3. Yunnan University Medical Development Co.Ltd, Kunming 650222, China;
4. Yiyang Enviromental Monitoring Station, Yiyang 413000, China
Abstract:With two-phase reactive system of CH3NO2/n-hexane,the hydroquinone of plastoquinone-9 was prepared at 43—45℃ by BF3·Et2O catalyzed Friedel-Crafts alkylation reaction of 2,3-dimethyl-1,4-hydroquinone,which was synthesized from 2,3-dimethylaniline via oxidation,reduction,and pure solanesol isolated from extractum tobacco.Then through a green oxidation of hydroquinone with air and a catalytic amount of FeCl3·6H2O,plastoquinone-9 was synthesized in good yield and high selectivity.
Keywords:
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