Benzoyl Peroxide → HCID 14519938, compound

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Reaction Steps

Powdered N-bromosuccinimide (5.0 g, 0.028 mol) was added to a warm solution of 4,5-dimethylxanthenone (prepared by the method of Schopff, Ber 1892, 25, 3642) in CCl4 (170 mL) containing benzoyl peroxide (40 mg), and the mixture was stirred at reflux temperature under UV irradiation (illumination) for 3 hours. Removal of the solvent under reduced pressure gave a residue which was extracted with CHCl3. The CHCl3 layer was washed with cold 1N aqueous NaOH and water (twice), then dried and evaporated to give the crude product, contaminated with starting material and the 4,5-dibromomethylxanthenone. Repeated crystallization from benzene-petroleum ether gave pure material as colourless needles (1.96 g, 29%), m.p. 171°-172° C. Anal. (C15H11BrO2) C,H,Br.

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