Preparation of gamma-pyrones

Details Preparation of gamma-pyrones Preparation of gamma-pyrones

1976-11-11

1982-08-03

Chan, Nicky

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549418, C07D30922

Patent

active

043426972

ABSTRACT:
Maltol (3-hydroxy-2-methyl-gamma-pyrone) is prepared from furfural through intermediates (a) 1-(2-furyl)-1-ethanol; (b) 2-(1-hydroxyethyl)-2,5-dialkoxy-2,5-dihydrofuran; (c) alkyl or aralkyl-2-methyl-2H-pyran-3(6H)-one; and (d) 2-alkyl or aralkyl-4-methyl-3,7-dioxabicyclo[4.1.0]heptan-5-one.
Pyromeconic acid (3-hydroxy-gamma-pyrone), ethyl maltol (3-hydroxy-2-ethyl-gamma-pyrone) and other valuable 2-substituted-3-hydroxy-gamma-pyrones are prepared in an analogous manner from furfural.

REFERENCES:
patent: 3063985 (1962-11-01), Zderic
patent: 3455960 (1969-07-01), Schleppnik et al.
patent: 3476778 (1969-11-01), Schleppnik et al.
patent: 3707482 (1972-12-01), Laliberte
patent: 4059595 (1977-11-01), Shono et al.
Clauson-Kaas et al., Acta Chem. Scand., 6, 531 (1952).
Clauson-Kaas et al., ibid., 7, 845 (1953).
Achmatowicz, Jr. et al., Tetrahedron, vol. 27, 1971, pp. 1973-1996.
Paulsen et al., Tetrahedron Letters, No. 49-50, pp. 4377-4380 (1974).

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