Preparation of alkyldiarylphosphines

Details Preparation of alkyldiarylphosphines Preparation of alkyldiarylphosphines

1985-03-04

1986-10-21

Sneed, Helen M. S.

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

Organic compounds

Phosphorus containing

C07F 950

Patent

active

046187200

ABSTRACT:
An improved process is disclosed for preparing alkyldiarylphosphines and related compounds. Typically, diphenylphosphinous chloride is reacted in solution with an excess of an alkali metal; and the reaction product reacted with chlorohexane thereby forming hexyldiphenylphosphine. The improved process obtains greater yields, by use of critical amounts of alkali metal; use of a single reactor rather than two reactors; preinitiation of the first stage reaction; reduction of temperatures to increase reaction rate under certain conditions; and preferred reactants and physical form thereof. Novel products include behenyldiphenylphosphine.

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patent: 3751481 (1973-08-01), Weinberg
patent: 4166824 (1979-09-01), Henderson
Grim et al., J. Org. Chem. 32, 781-784 (1967).
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"The Free Radical Addition of Phosphines to Unsaturated Compounds" by M. M. Rauhut, The Journal of Organic Chemistry, vol. 26, pp. 5138-5143 (1961).
"Diphenyl(trimethylsilyl)phosphine and Dimethyl(trimethylsilyl)phosphine" by R. Goldsberry and K. Cohn, in Organic Syntheses vol. XIII, pp. 26-29 (1972).
"Diverse Donor Properties Exhibited by the Facultative Diphosphine Diether Ligand, 1,8-Bis(diphenylphosphino)-3,3-Dioxaoctane: Six- and Four-Coordinate Complexes and Trans Bidentate Behaviour" by William E. Hill et al., J. Chem. Soc. Dalton Trans (1982) pp. 833-839.

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