Potassium Iodide → HCID 54039813, compound

Participants

Reaction Steps

To a solution of 7 (4.83 g, 21.3 mmol) in dichloromethane (50 mL) was added sodium bicarbonate (10.1 g, 120 mmol) and water (65 mL) and the mixture was stirred vigorously in an ice bath. To the mixture was added m-chloroperbenzoic acid (ca. 85%, 10.4 g, 51.2 mmol) portionwise and the mixture was stirred for 20 min. The excess amount of peracid was decomposed with sodium thiosulfate solution in the presence of potassium iodide. The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, and dried over sodium sulfate. Filtration and concentration gave 6.30 g of an oily material, which was purified by column chromatography (silica gel 50 g, 5-33% ethyl acetate in n-hexane) to give 4.05 g (74.8%) of 8, as a colorless oil.

Provenance & Evidence