Acetic Anhydride → HCID 15024562, compound

Participants

Reaction Conditions

Reaction Steps

8-Bromo-2′-deoxyadenosine (4.2 g, 12.5 mmol) prepared in above was dissolved in 80% acetic acid-acetic anhydride (1:1, v/v, 250 mL), and sodium acetate (18.5 g, 225 mmol) was added thereto. The mixture was stirred at 120° C. for 3 hours and then extracted with ethyl acetate-water (500 mL/500 mL). The organic layers were combined, and the solvent was removed under reduced pressure. The obtained crude product was dissolved in 28% aqueous ammonia-pyridine (1:1, v/v, 250 mL). The solution was stirred at room temperature for 5 hours. Then, the reaction solvent was evaporated under reduced pressure. The resulting solid was sufficiently washed with ethanol and filtered to give 2′-deoxy-7,8-dihydro-6-N-acetyladenosin-8-one (1.9 g, yield: 55%).

Provenance & Evidence