期刊文献+

利用两相Friedel-Crafts反应合成质体醌Plastoquinone-9

Synthesis of plastoquinone-9 by two-phase Friedel-Crafts reaction
原文传递
导出
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,43~45qC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. With two- phase reactive system of CH3NO2/n- hexane, the hydroquinone of plastoquinone -9 was prepared at 43-45 ℃ by BF3 ·Et20 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 iso- lated from extractum tobacco. Then through a green oxidation of hydroquinone with air and a catalytic amount of FeC13 · 6H2O, plastoquinone- 9 was synthesized in good yield and high selectivity.
出处 《云南大学学报(自然科学版)》 CAS CSCD 北大核心 2009年第5期505-507,512,共4页 Journal of Yunnan University(Natural Sciences Edition)
基金 云南省自然科学基金资助项目(2003C009M)
关键词 2 3-二甲基苯胺 茄尼醇 质体醌-9 付-克反应 2,3-Dimethylaniline solanesol plastoquinone-9 Friedel-Crafts reaction
  • 相关文献

参考文献12

  • 1TRENNER N R,ARISON B H, ERICKSON R E, et al. Coenzyme Q. VIII. structure studies on aplant quinone [J]. J Am Chem Soe,1959,81 (8) :2 026-2 027.
  • 2BURGHAUS O, PLATO M, ROHRER M, et al. 3 - mm High - field EPR on semiquinone radical anions Q. cntdot. - related to photosynthesis and on the primary donor P. entdot. + and acceptor QA. cntdot. - in reaction centers of Rhodobacter sphaeroides R -26 [ J ]. J Phys Chem, 1993,97 (29) :7 639-7 647.
  • 3张胜华,杨风岭.含有异戊烯基侧链质体醌类似物的合成研究[J].郧阳医学院学报,1995,14(1):30-32. 被引量:1
  • 4梁均方.质体醌的合成研究[J].嘉应大学学报,1997,15(3):55-58. 被引量:1
  • 5古练权 钟永利.质体醌类化合物的合成研究.化学学报,1998,46(4):397-382.
  • 6BOERS R B, RANDULFE P, VANDER HAAS N S, et al. Synthesis and spectroscopic characterization of 1 - ^13 C - and 4 - ^13 C - plastoquinone - 9 [ J]. Eur J Org Chem ,2002 ( 13 ) :2 094-2 108.
  • 7古练权 刘本立 张景龄.质体醌类似物的合成研究.有机化学,1986,6(6):463-465.
  • 8EMERSON O H, SMITH L I. The chemistry of vitamin E. XX. the preparation of o - Xylohydroquinone [ J 1. J Am Chem Soc, 1940,62 : 141-142.
  • 9SMITH L I, TESS R W H. Vitamin E. XLIIL synthesis of 2,2,7,8 - tetramethyl - 6 - hydroxychroman and its behavior upon oxidation[ J]. J Am Chem Soc, 1944,66: 1 523-1 525.
  • 10张振,张长庚.高纯度茄尼醇的制备方法和茄尼醇的质谱特征[J].贵州大学学报(自然科学版),2006,23(2):180-183. 被引量:8

二级参考文献9

  • 1欧阳平凯,胡永红.辅酶Q_(10)的生产及其应用[J].化工进展,1994,13(4):9-11. 被引量:51
  • 2ROWLAND R, L LATIMER, P H GILES J A. Flue-cured Tobacco. Isolation of Solanesol, an Unsaturated Alcohol[ J ]. J. Am chem.. Soc., 1956,78:4680 - 4683.
  • 3ERICKSON R E, SHUNK. C H, TRENNER, N R ARISON, B H FOLKERS, K,COENZYMEQ Ⅺ The Structure of Solanesol[J]. J. Am. Chem. Soc. , 1959,81:4999 -5000.
  • 4BURGOS, J HEMMING, F W PENNOCK, J F MORTON, R A, Dolichol : a Naturally-occurring c100 Isoprenoid Alcohol[ J ]. Biochem. J. , 1963, 88:70 - 482.
  • 5LINDGREN B O. Homologous Aliphatic C30 - CA5 Terpenols in Bireh wood[J], Acta chem. Scand., 1965,19(6) : 1317 -1326.
  • 6丛珠.质谱学在天然有机化学中的应用[M].北京:科学出版社,1987:49-54.
  • 7陈炳志,赵瑾,王超杰,孙心齐.辅酶Q_(10)的应用概况与合成进展[J].化学研究,1999,10(1):29-33. 被引量:63
  • 8尹国盛,骆慧敏,杜银霄,赵阁,刘快之,莫育俊.茄尼醇的红外和拉曼光谱研究[J].河南大学学报(自然科学版),2003,33(1):27-29. 被引量:11
  • 9夏薇,俞迪虎,陈新志.废次烟叶浸膏中茄尼醇的提取[J].中国医药工业杂志,2003,34(7):328-329. 被引量:25

共引文献19

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部