3,4-Dihalo-tetrahydrophyran-5-one useful as intermediates for th

Details 3,4-Dihalo-tetrahydrophyran-5-one useful as intermediates for th 3,4-Dihalo-tetrahydrophyran-5-one useful as intermediates for th

1979-11-13

1983-01-11

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549418, C07D30922

Patent

active

043683312

ABSTRACT:
(2-methyl-3-hydroxy-4h-pyran-4-one is prepared by contacting 1(2-furyl)-1-ethanol in aqueous solution with two equivalents of a halogen oxidant at room temperature and then heating until the hydrolysis of the formed 4-halo-dihydro-pyran intermediate is substantially complete. Other valuable related gamma-pyrones are prepared in analogous manner from appropriate alcohols.

REFERENCES:
patent: 3707482 (1972-12-01), LaLiberte
patent: 3751434 (1973-08-01), LeFebvre
patent: 4246178 (1981-01-01), Yamamoto et al.
Schenck et al., JACS., 67, 2276 (1945).
Spielman et al., JACS., 69, 2908 (1947).
Chanla et al., J. Org., Chem., 39, 3281 (1974).
Lichtenthaler et al., Angen. Chem., 8 978 (1969).
Shono et al., Tetrahedron Letters, No. 17, 1363 (1976).
Torii et al., Chem. Letters, No. 5, 495 (1976).
Hajivornava, Carbohy. Res., 49, 93 (1976).
Paulsen et al., Tetrahedron Letters, No. 49-50, 4377 (1974).
Lefebvre, Tetrahedron Letters No. 2, 133 (1972).
Laliberte et al., J. Med. Chem., 16 1084 (1973).

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