Hydrochloric Acid → HCID 13732530, compound

Participants

Reaction Steps

A stirred mixture of 1-(2-chlorophenyl)-2-methylsulfonylethanone (3.7 g, 0.016 mole) and N-chlorosuccinimide (5.0 g, 0.036 mole) in 20 ml of carbon tetrachloride and 10 ml of methylene chloride was heated until all reactants were in solution. This solution was allowed to cool to room temperature, and 0.2 ml of concentrated hydrochloric acid was added. The reaction flask was irradiated with a 100 watt incandescent lamp for two hours. The resultant mixture was filtered and the filtrate rinsed with methylene chloride. The filtrate was evaporated under reduced pressure to leave an oil. This oil was dissolved in a small amount of methylene chloride and the resultant solution was stirred with 80 ml of saturated aqueous sodium bisulfate for five minutes. This mixture was extracted with methylene chloride and the extract washed in succession with water, saturated aqueous sodium bicarbonate, and saturated aqueous sodium chloride. The washed extract was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 3.0 g of 1-(2-chlorophenyl)-2,2-dichloro-2-methylsulfonylethanone as a solid (mp 81°-82° C.).

Provenance & Evidence