Agricultural and Biological Chemistry
Online ISSN : 1881-1280
Print ISSN : 0002-1369
ISSN-L : 0002-1369
Studies on Kojic Acid and its Related γ-Pyrone Compounds
Part VII. The Alkylation of Kojic Acid and Pyromeconic Acid through their Mannich Base (Synthesis of Maltol-(l))
Itsuo ICHIMOTOHiroo UEDAChuji TATSUMI
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1965 年 29 巻 2 号 p. 94-98

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The Mannich reaction of kojic acid in both acidic and basic media was studied. Mono-Mannich derivatives (substitution at position 6) were obtained; the reactivity in basic medium was found to be somewhat greater than in acidic medium. Reduction of the Mannich derivatives with zinc dust and acetic acid gave a 6-methyl kojic acid (6-methyl-5-hydrox y-2-hydrox ymethyl-γ-pyrone).
Mono-Mannich base of pyromeconic acid was also prepared in a manner similar to that of kojic acid. From this Mannich base, maltol (2-methyl-3-hydroxy-r-pyrone) was obtained by the reduction with zinc dust and acetic acid.
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© Japan Society for Bioscience, Biotechnology, and Agrochemistry
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