Preparation of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one

Details Preparation of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one Preparation of 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one

1980-03-05

1981-09-22

Milestone, Norma S.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26034831, 2603478, C07D30314, C07D30732, C07D30720

Patent

active

042909600

ABSTRACT:
A process for the preparation of the sought-after scent 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one, and novel intermediates for the preparation of this compound.
2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one is prepared by first epoxidizing hex-3-ene-2,5-diol in the liquid phase with hydrogen peroxide to give the novel compound 3,4-epoxy-hexane-2,5-diol, which at 40.degree.-280.degree. C. is converted, by means of a catalytic amount of an acid, to the novel compound 2,5-dimethyl-3,4-dihydroxy-tetrahydro-furan. The latter is dehydrogenated by means of oxygen over a silver catalyst or copper catalyst to give the nove compound 2,5-dimethyl-4-hydroxy-tetrahydrofuran-3-one, which is oxidized by means of bismuth oxide, in concentrated acetic acid solution, to give the desired compound 2,5-dimethyl-4-hydroxy-2,3-dihydrofuran-3-one.

REFERENCES:
patent: 3122569 (1964-02-01), Kaman
patent: 3629292 (1971-12-01), Evers
patent: 3887589 (1975-06-01), Eykelboom et al.
patent: 4181666 (1980-01-01), Huber et al.
patent: 4208338 (1980-06-01), Huber et al.
Buchi et al., J. Org. Chem., vol. 38 (1973), pp. 123-125. _
Buchi et al., J. Org. Chem., vol. 43 (1978) pp. 4765-4769.
Sheehan et al., J. Amer. Chem. Soc., vol. 74 (1952) pp. 3825-3828.

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