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1,3,5-三(4-羟基苯基)苯的合成 被引量:5

Synthesis of 1,3,5-Tri(4-hydroxyphenyl)benzene
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摘要 以对甲氧基苯乙酮 (Ⅰ )为原料 ,四氯化硅 (TCS)为催化剂 ,按n(Ⅰ )∶n(TCS) =4 3∶10的量比 ,在绝对乙醇中经缩合反应制得 1,3 ,5 三 ( 4 甲氧基苯基 )苯 (Ⅱ ) ,产率为 72 % ,以此为中间体与三溴化硼按n(Ⅱ )∶n(BBr3) =1∶4的量比在无水二氯甲烷中经脱甲基反应合成了 1,3,5 三 ( 4 羟基苯基 )苯 (Ⅲ ) ,产率为 81%。 The condensation of p-methoxyacetophenone(Ⅰ)catal yzed by tetrachlorosilane(TCS) with mole ratio n(Ⅰ)∶n(TCS )=4.3∶10.0 in absolute ethanol gave 1,3,5-tri( p-m ethoxyphenyl) benzene(Ⅱ) in 72 % yield.The demethylation of Ⅱ with boron tribromide(BBr\-3) [mole ratio n(Ⅱ)∶n(BBr\-3)=1∶4] in anhydrous dichloromethane gave 1,3 ,5-tri(4-hydroxyphenyl)benzene in 81% yield.
出处 《精细化工》 EI CAS CSCD 北大核心 2000年第10期599-600,606,共3页 Fine Chemicals
基金 国家自然科学基金资助项目 !(2 95 7416 9) &&
关键词 羟基苯基 催化 缩合 三苯基苯 1,3,5-tri(4-hydroxyphenyl)benzene p-methoxyacetophenone tetrachlorosilane catalysis condensation
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参考文献2

  • 1樊能廷,有机合成事典,1992年,222页
  • 2李述文(译),实用有机化学手册,1981年,257页

同被引文献26

  • 1胡志国,刘军,董志兵,李薇.1,3,5-三苯基苯的简便合成方法[J].化学通报,2004,67(9):700-701. 被引量:6
  • 2戴德银.米托蒽醌的药理及临床应用[J].国外医药(抗生素分册),1994,15(4):303-304. 被引量:3
  • 3胡志国,刘军,李薇,董志兵.功能性1,3,5-三芳基苯的合成[J].化学试剂,2004,26(6):351-352. 被引量:5
  • 4Weber E, Hecker M, Koepp E , et al. New trigonal lattice hosts: stoiheiometric crystal inclusions of laterally trisubtituted benzenes X-ray crystal structure of 1,3,5tris-(4-carboxyphenyl) benzene di-Methylformamide[ J]. J Chem Soc: Perkin Trans Ⅱ,1988:1251-1257.
  • 5Elmorsy S S, Pelter A, Smith K. The direct production of tri-and hexa-substituted benzenes and triphenylmethandimere [ J ]. Tetrahedron Lett, 1991, 32 ( 33 ) : 4175-4176.
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  • 7Timothy M, Thomas X N, Roberto Z, et al. Synthesis and characterization of a series of monodisperse 1,3,5-phenylenebased hydrocarbon dendrimers including C276 H186 and their fluorinated analogues[J]. J. Am. Chem. Soc., 1992, 114:1018-1025.
  • 8Jeremie B, Isabelle L, Joseph Z, et al. Propeller-shaped molecules with giant off-resonance optical nonlinearitis [ J ].Chem. Commun. ,2001:92.3-924.
  • 9Weber E, Hecker M, Koepp E, et al. New trigonal lattice hosts: stoicheiometric crystal inclusions of laterally trisubstituted benzenes X-ray crystal structure of 1,3,5-tris-(4-carboxyphenyl) benzene di-methylformamide [ J ]. J. Chem.Soc. , Perkin Trans Ⅱ , 1988:1251-1257.
  • 10Elmorsy S S, Pelter A, Smith K. The direct production of triand hexa-substituted benzenes and triphenylmethandimere [J]. Tetrahedron Lett., 1991,32(33) :4175-4176.

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