Hydrochloric Acid → (2,3-Dichloro-4-methoxyphenyl)(2-fluorophenyl)methanone

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Reaction Steps

To a solution of 31.55 g of o-fluorobenzoyl chloride in 100 ml 1,2-dichloroethane, 26.54 g of AlCl3 was added over a 30 minute period. A solution of 32 g of 2,3-dichloroanisole in 50 ml of 1,2-dichloroethane was added dropwise. There was an evolution of gas and the temperature rose to 35°. The mixture was stirred 2 hours and then poured overa mixture of 100 ml concentrated HCl and 100 ml ice. The organic solvent was evaporated in vacuo and the mixture extracted with ether. The ether extract was washed with 10% K2CO3, washed withwater, and dried over Na2SO4, and the ether was evaporated to give a solid. Recrystallization of the solid from the ether-hexane mixturegave 38.69 g (70%) of 2'-fluoro-4-methoxy-2,3-dichlorobenzophenone, m.p. 74°-77°.

Provenance & Evidence