Water → HCID 21701225, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of [4-(Methyloxy)phenyl][4-(methylsulfonyl)phenyl]methanone (92) (0.20 g, 0.69 mmol) and aluminum chloride (0.38 g, 2.76 mmol) were refluxed in benzene (10 mL) for 2 h and then cooled to 0° C. in an ice bath. Water (10 mL) was added slowly, and the mixture was extracted with EtOAc (2×75 mL). The combined organic extract was washed with water, brine, and dried over Na2SO4. Concentration of the extract gave the title compound (93) as light brown solid (0.19 g, 100%), which was used without further purification. 1H NMR (400 MHz, DMSO-d6): δ 3.28 (s, 3H), 6.89 (d, J=8.6 Hz, 2H), 7.66 (d, J=8.8 Hz, 2H), 7.85 (d, J=8.2 Hz, 2H), 8.05 (d, J=8.2 Hz, 2H), 10.56 (s, 1H). LCMS (ES): m/z 277 (M+H)+, m/z 275 (M−H)−.

Provenance & Evidence