A CONVENIENT PREPARATION OF MALTOL, ETHYLMALTOL, AND PYROMECONIC ACID FROM 2-ALKYL-6-METHOXY-2<I>H</I>-PYRAN-3(6<I>H</I>)-ONES

DOI DOI PDF 8 References
  • Torii Sigeru
    Department of Industrial Chemistry, School of Engineering, Okayama University
  • Tanaka Hideo
    Department of Industrial Chemistry, School of Engineering, Okayama University
  • Anoda Takuo
    Department of Industrial Chemistry, School of Engineering, Okayama University
  • Simizu Yasuo
    Department of Industrial Chemistry, School of Engineering, Okayama University

Description

The efficient synthesis of 2-alkyl-3-hydroxy-4H-pyran-4-ones, e. g., pyromeconic acid (6a), maltol (6b), and ethyl maltol (6c), from 2-alkyl-4,5-epoxy-6-methoxytetrahydropyran-3-ones 5 by acid-catalyzed rearrangement is described. The key precursors 5 were obtained by epoxidation of 2-alkyl-6-methoxy-2H-pyran-3(6H)-ones 4, which were synthesized by three steps starting from furfuryl alcohols 1.

Journal

  • Chemistry Letters

    Chemistry Letters 5 (5), 495-498, 1976-05-05

    The Chemical Society of Japan

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