An expedient esterification of aromatic carboxylic acids using sodium bromate and sodium hydrogen sulfite

被引:36
作者
Khan, KM [1 ]
Maharvi, GM [1 ]
Hayat, S [1 ]
Zia-Ullah [1 ]
Choudhary, MI [1 ]
Atta-ur-Rahman [1 ]
机构
[1] Univ Karachi, HEJ Res Inst Chem, Int Ctr Chem Sci, Karachi 75270, Pakistan
关键词
aromatic carboxylic acids; substituted toluene; sodium bromate; sodium hydrogen sulfite; esters;
D O I
10.1016/S0040-4020(03)00812-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of aromatic carboxylic acids and substituted toluenes with a mixture of sodium bromate and sodium hydrogen sulfite in a two-phase system gave the corresponding esters in good yield. The intermediate alpha-brominated toluene was formed by the in situ generated hypobromous acid. The alpha-bromotoluene underwent an intermolecular nucleophilic substitution reaction with aromatic carboxylic acids present in the reaction mixture to afford the corresponding esters. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:5549 / 5554
页数:6
相关论文
共 27 条
  • [21] A NEW CONVENIENT METHOD FOR ESTERIFICATION USING THE PH3P/CCL4 SYSTEM
    RAMAIAH, M
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (24) : 4991 - 4993
  • [22] DETERMINATION OF ABSOLUTE-CONFIGURATION OF (+)-2-(6-METHOXY-2-NAPHTHYL)PROPIONIC ACID
    RIEGL, J
    MADDOX, ML
    HARRISON, IT
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (03) : 377 - 378
  • [23] OXIDATIVE CONVERSION OF ALDOXIMES INTO CARBOXYLIC-ACID ESTERS
    SAID, SB
    SKARZEWSKI, J
    MLOCHOWSKI, J
    [J]. SYNTHETIC COMMUNICATIONS, 1992, 22 (13) : 1851 - 1862
  • [24] Oxidation of diols and ethers by NaBrO3/NaHSO3 reagent
    Sakaguchi, S
    Kikuchi, D
    Ishii, Y
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1997, 70 (10) : 2561 - 2566
  • [25] CSF-PROMOTED ESTERIFICATION OF CARBOXYLIC-ACIDS - A PRACTICAL ALTERNATIVE TO THE DIAZOMETHANE METHOD AND DIRECT CONVERSION OF ORGANOTIN CARBOXYLATES
    SATO, T
    OTERA, J
    NOZAKI, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (07) : 2166 - 2169
  • [26] OXIDATIVE ESTERIFICATION OF PRIMARY ALCOHOLS BY NABRO3/NAHSO3 REAGENT IN AQUEOUS-MEDIUM
    TAKASE, K
    MASUDA, H
    KAI, O
    NISHIYAMA, Y
    SAKAGUCHI, S
    ISHII, Y
    [J]. CHEMISTRY LETTERS, 1995, (10) : 871 - 872
  • [27] REACTION OF DISODIUM TETRACARBONYLFERRATE(-II) WITH ALDEHYDES
    YAMASHITA, M
    WATANABE, Y
    MITSUDO, TA
    TAKEGAMI, Y
    [J]. BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1976, 49 (12) : 3597 - 3600