Process for preparing diphenylalkane

Details Process for preparing diphenylalkane Process for preparing diphenylalkane

1989-03-20

1990-05-29

Sneed, H. M. S.

Chemistry of hydrocarbon compounds

Aromatic compound synthesis

By condensation of entire cyclic molecules or entire...

585428, 585469, C07C 202, C07C 272, C07C 120

Patent

active

049297856

ABSTRACT:
A process is disclosed for producing diphenylalkanes, which process comprises the formation of a reaction mass comprising a (1) solvent, (2) iron, (3) copper, Cu(I) salt or a mixture thereof, and (4) phenylalkylhalide, and maintaining this reaction mass at a temperature of at least 40.degree. C. until diphenylalkane is formed.

REFERENCES:
patent: 2392595 (1941-12-01), Kharasch
Steric and Complexation Factors in Hydrogen Abstraction from 1-Phenylalkanes and .alpha., .omega.-Diphenylalkanes, Newkirk et al., Tetrahedron 28: 449-454 (1972).
Buu-Hoi et al., "The Reaction of .alpha.-Halogenated Arylalkanes with Metal Powders in Hydroxylated Media", J. Org. Chem., vol. 14, pp. 1023-1035 (1949).
Ogata et al., "A Note on the Dechlorination Condensation of Benzal Chloride and Benzotrichloride by Iron and Water", J. Org. Chem., vol. 21, pp. 1170-1171 (1956).
Ogata et al., "The Dechlorination of Some Organic Compounds with Iron Powder as Dechlorinating Agent", Chem. Abstract, vol. 43, 2194d (1949).
Wada et al., "The Reductive Coupling Reactions of Benzyl Chloride by Copper (I) Complexes", Bull. of the Chem. Soc. of Japan, vol. 41, pp. 3001-3007 (1968).
Onuma et al., "The Reductive Coupling Reactions of Some Chloromethylbenzene Derivatives with Iron (II) and Copper (I) Complexes", Bull. of the Chem. Soc. of Japan, vol. 43, pp. 836-841 (1970).
Ebert et al., "Preparation of Aryl, Alkynyl, and Vinyl Organocopper Compounds by the Oxidative Addition of Zerovalent Copper to Carbon-Halogen Bonds", J. Org. Chem., vol. 53, pp. 4482-4488, 1988.

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