Chlorohydroxy benzophenone → HCID 69275104, compound

Participants

Reaction Steps

A mixture of (5-chloro-2-hydroxy-phenyl)-phenyl-methanone (0.93 g, 4.0 mmol), δ 1,2-dibromoethane (3.5 mL, 40 mmol) and potassium carbonate (0.83 g, 6.0 mmol) in acetonitrile (10 mL) is heated at reflux under N2 over weekend (about 60 hours). After cooling to room temperature, solid potassium bromide is filtered off and washed with ca. 70 mL of acetonitrile. The filtrate is evaporated, and the crude mixture purified by column chromatography (SiO2, 5-12% ethyl acetate in hexanes) to afford 1.18 g (87%) of the title compound as colorless product. APCI-MS: m/z 339 [(M+H)+, 35Cl, 79Br], 341 [(M+H)+, 37Cl, 79Br], 343 [(M+H)+, 37Cl, 81Br]. 1H-NMR (300 MHz; CDCl3): δ7.78 (2H d, 8.1 Hz); 7.58 (1H, br t, 7.5 Hz); 7.38-7.50 (4H, m); 6.92 (1H, d, 8.6 Hz); 4.18 (2H, t; 6.5 Hz); 3.26 (2H, t, 6.5 Hz).

Provenance & Evidence