Iodine → HCID 59692080, compound

Participants

Reaction Steps

A solution of 6-acetyl-2,2,4,4-tetramethyl chroman (Compound 34, 0.36 g, 1.55 mmol) in anhydrous dichloromethane (5 mL) was treated with silver(I)trifluoromethanesulfonate (0.398 g, 1.55 mmol) and iodine (0.393 g, 1.55 mmol) and the resulting solution was stirred at ambient temperature for 4 h. The reaction mixture was treated with saturated, aqueous sodium thiosulfate solution and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to a residue which was subjected to flash column chromatography over silica gel (230-400 mesh) using 4-10% ethyl acetate in hexane as the eluent to afford the title compound (0.47 g, 85%) as a viscous oil.

Provenance & Evidence