Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal
Patent
1978-08-28
1979-11-06
Chan, Nicky
Chemistry of carbon compounds
Miscellaneous organic carbon compounds
C-metal
C07D30922
Patent
active
041735722
ABSTRACT:
Gamma-pyrones are prepared by contacting a 3-halo-furfuryl alcohol or a 3-alkoxy-furfuryl alcohol with one equivalent of a halogen, peracid or peroxide oxidant and then heating until hydrolysis of the formed 4-substituted-dihydropyran intermediate is substantially complete. Maltol (2-methyl-3-hydroxy-4H-pyran-4-one) is prepared by this process from 2(1-hydroxyethyl)-3-alkoxy furans or 2(1-hydroxyethyl)-3-halo-furans. Gamma-pyrones are also prepared by contacting the corresponding 3-substituted-2,5-dialkoxy-furfuryl alcohols with acid until conversion to the gamma-pyrones is substantially complete.
REFERENCES:
Shono et al., Tetrahedron Letters, 17, 1363 (1976).
Laliberte et al., J. Med. Chem., 16, 1084 (1973).
Achmatowicz, Jr. et al., Tetrahedron, 32, 1051 (1976).
Achmatowicz, Jr. et al., Tetrahedron, 27, 1973 (1971).
Brannegan Daniel P.
Brennan Thomas M.
Kuhla Donald E.
Weeks Paul D.
Chan Nicky
Pfizer Inc.
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