Dehydroxylation of alpha-hydroxyketones

Details Dehydroxylation of alpha-hydroxyketones Dehydroxylation of alpha-hydroxyketones

1985-11-18

1987-03-03

Reamer, James H.

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

Organic compounds

Oxygen containing

568347, 568392, 568 13, 568 17, 568322, 568367, 568404, 549483, C07C 4570

Patent

active

046477020

ABSTRACT:
A method for the dehydroxylation of alpha-hydroxyketone using lithium diphenylphosphide. The alpha-hydroxyketone, e.g. benzoin, is reacted with a solution of lithium diphenylphosphide followed by the addition of either an alkyl halide, e.g. methyliodide, or an alkyl halide and an organic acid, e.g. acetic acid, to yield the dehydroxylated compound, e.g. desoxybenzoin.

REFERENCES:
patent: 3011000 (1961-11-01), Garner
patent: 3060241 (1962-10-01), Rauhut et al.
patent: 3078256 (1963-02-01), Witteg et al.
patent: 3099691 (1963-07-01), Rauhut et al.
Vedejs et al, J.A.C.S., vol. 93, pp. 4070-4072 (1971).
Cavazza et al, Tetrahedron Letters, vol. 23, pp. 4115-4118 (1982).
Vedejs et al, J. Org. Chem., vol. 38, pp. 1178-1183 (1973).

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