Trimethylcatecholdiester und Verfahren zu seiner Herstellung

Trimethylcatechol diester and a method for producing the same

Diester du triméthylcatéchol et son procédé de préparation


This method provides a novel trimethylcatechol diester, i.e. 3,4,5-trimethylcatechol diester, at a high yield by reacting 2,6,6-trimethylcyclohexe-2-en-1,4-dione with an acylating agent in the presence of an acid catalyst. The acylating agent includes a C 2-4 carboxylic acid anhydride (e.g. acetic anhydride) and a C 2-4 carboxylic acid halide (e.g. acetyl chloride). The catalyst includes a protonic acid and a Lewis acid. Use of a polar solvent (e.g. halogenated hydrocarbon), as the reaction catalyst, results in an enhanced efficiency in the production of the object compound.




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Patent Citations (2)

    Publication numberPublication dateAssigneeTitle
    DE-2149159-A1April 06, 1972Eastman Kodak CoTrimethylhydroquinone prepn - from 2,6,6-trimethyl-2-cyclohexene-1,4-
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NO-Patent Citations (1)

    ARYEH A. FRIMER ET AL. : "Electronic and Steric Effects in the Dienone-Phenol Rearrangement of 2-Hydroxy- and 2-Alkoxycyclohexa-2,5-dien-1-ones" JOURNAL OF ORGANIC CHEMISTRY., vol. 59, no. 7, 8 April 1994, EASTON US, pages 1831-1834, XP002057360

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    EP-1028103-A1August 16, 2000Degussa-Hüls AktiengesellschaftProcédé pour la préparation de diesters de 2,3,5-trimethylhydroquinone
    US-5969176-AOctober 19, 1999Degussa-Huls AgProcess for the production of trimethylhydroquinone diesters and of trimethylhydroquinone
    US-6350897-B2February 26, 2002Degussa AgProcess for preparing trimethylhydroquinone diacetate and trimethylhydroquinone
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    US-6444841-B2September 03, 2002Daicel Chemical Industries, Ltd.Hydroquinone diester derivatives and the method for producing the same
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    WO-0040540-A1July 13, 2000Daicel Chemical Industries, Ltd.Process for producing hydroquinone diester derivative
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