Preparation of 2,5-dichlorobenzophenones

Details Preparation of 2,5-dichlorobenzophenones Preparation of 2,5-dichlorobenzophenones

1992-01-10

1993-05-11

Reamer, James H.

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

Organic compounds

Oxygen containing

568322, 568319, C07C 4545

Patent

active

052103137

ABSTRACT:
A method for preparing isomerically pure 2,5-dichlorobenzophenones in good to high yields is provided. The invention comprises Friedel-Crafts aroylation of 1,4-dichlorobenzene using an aroyl halide or aromatic anhydride and at least one Lewis acid, the latter being present in an amount of at least about 1.1 mole per mole of aroyl halide or aromatic anhydride, preferably about 1.5 moles per mole of aroyl halide or aromatic anhydride and, more preferably, from about 2 to about 2.5 moles of Lewis acid per mole of aroyl halide or aromatic anhydride. Preferably, the molar ratio of 1,4-dichlorobenzene to aroyl halide ranges from about 1.2:1 to about 8:1.

REFERENCES:
Gore, et al., "Friedel-Crafts Benzoylation of p-Dichlorobenzene", Zhurnal Organicheskoi Khimii, vol. 3, No. 6, pp. 1105-1106.
Goodman, et al., "The Mechanism for BVenzoylation of Dichlorobenzenes", Tetrahedron, vol. 32, pp. 843-845.
Goodman, et al., "The Benzoylation of o-, m- and p-Dichlorobenzenes", J. Chem. Soc. (C), 1968, pp. 2452-2454.
Pinkus, et al., "A New Organophosphorus Reaction Involving Multiple Bond-Breaking and -Making", Chemical Communications, 1967, pp. 855-856.
De Crauw, "Le Principe de la Polarite Alternante Induite en Rapport Avec Les Reactions des des Derives du Paradichlorobenzene et D'Autres Derives sur le Methylate de Sodium", Rec. Trav. Chim. Pay Bas 50, 753 (1931), pp. 752-792.
Ganzmuller, "Uber Halogenierte Benzophenone", J. Prakt. Chem 138,311 (1933), pp. 311--312.

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