Hydrochloric Acid → (4-Chlorophenyl)(2-hydroxy-3-methylphenyl)methanone

Participants

Reaction Conditions

Reaction Steps

Chlorobenzene (78.79g, 71.6ml; 0.7mole), AlCl3, (14g, 0.105mole) were mixed, stirred and treated with a solution of 2-hydroxy-3-methylbenzoic acid chloride (12g, 0.07mole) in chlorobenzene (20ml). The mixture was stirred and heated at 100°C overnight. The cooled mixture was added to conc. HCl (10ml) and ice, extraction with ether, and ether washed with saturated sodium bicarbonate solution, dried (Na2SO4), filtered and the filtrate distilled, to give (after removal of the ether), a main fraction 2-hydroxy-3-methyl-4'-chlorobenzophenone, b.p. 148°-152°C/0.5mm (8.18g), which solidified to yellow microplates, m.p. 55°-58°C.

Provenance & Evidence