Potassium Iodide → HCID 22858127, compound

Participants

Reaction Steps

To a stirred and ice-cooled mixture of 5a (2.06 g, 8.71 mmol) in dichloromethane (19 mL) and saturated sodium bicarbonate solution (28 mL) was added m-chloroperbenzoic acid (85%, 4.24 g, 20.9 mmol) portionwise. The mixture was stirred in an ice bath for 50 min. An excess amount of peracid was decomposed with sodium thiosulfate solution in the presence of a small amount of potassium iodide. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with sodium bicarbonate solution and brine, and dried over sodium sulfate. Filtration and concentration gave 3.16 g of an oily material, which was purified by column chromatography (silica gel 32 g, ethyl acetate in n-hexane, 20-33%) to give 2.43 g (quantitative) of 6a, as a colorless oil.

Provenance & Evidence