Preparation of phosphinoacetic acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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562537, 562405, 562 8, 560129, 560125, 560 8, C07C 5116, C07C 5300, C07C 6900, C07C20500

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active

051571536

ABSTRACT:
P,P-dihydrocarbylphosphinoacetic acids are prepared by reacting an alkyl ethynyl ether (preferably ethyl ethynyl ether) and/or a haloacetaldehyde acetal (preferably bromoacetaldehyde diethyl acetal) with a basic alkali metal compound (preferably lithium diisopropylamide), followed by coupling with a least one halodihydrocarbylphosphine (preferably chlorodiphenylphosphine or chlorodiethylphosphine or chlorodi(t-butyl)phosphine or chlorodicyclohexylphosphine) and subsequent hydrolysis.

REFERENCES:
K. Issleib and G. Thomas, "Darstellung von Carboxyphosphinen R.sub.2 P[CH.sub.2 ].sub.n --CO.sub.2 H", Chem. Berichte 93, 1960, pp. 803-808.
M. A. Kakli et al., "The Preparation and Characterization of Solve Phosphinoacetic Acids, Salts, and Esters", Syn. React. Inorg. Metal-Org. Chem. 5, 1975, 357-371.
T. Jarolim et al., "Coordinating Behaviour of Diphenylphosphine-acetic Acid", J. Inorg. Nucl. Chem., 38, 1976, pp. 125-129.
M. Peuckert and W. Keim, "A New Nickel Complex for the Oligomerization of Ethylene", Organometallics 1983, 2, pp. 594-597.

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