Triacetoxyperiodinane → HCID 69507078, compound

Participants

Reaction Steps

Dess-Martin periodinan (3.51 g, 8.29 mmol) was added to a solution of 5-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentan-2-ol (2.6 g, 6.9 mmol) in dichloromethane and stirred overnight at ambient temperature. The reaction mixture was diluted with sodium thiosulfite (2×50 mL) and the layers were separated. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was dissolved in dichloromethane, washed with saturated aqueous sodium bicarbonate (twice) and brine, dried over magnesium sulfate, and concentrated under reduced pressure to afford 2.50 g of 5-(7-bromo-2-propyl-1H-imidazo[4,5-c]quinolin-1-yl)pentan-2-one.

Provenance & Evidence