Dichloromethane → HCID 66582488, compound

Participants

Reaction Steps

A 250-mL round-bottomed flask was charged with tert-butyl 6-(benzyloxy)-3-oxa-8-azabicyclo[3.2.1]octane-8-carboxylate (4.40 g, 13.78 mmol J. Org. Chem. 2010, 75, 1643) and 15 mL of CH2Cl2. To this was added TFA (10.61 mL, 138 mmol). After 2 h at room temperature, the mixture was concentrated and diluted with saturated aqueous NaHCO3 and CH2Cl2. The layers were separated, the organics were dried (MgSO4), filtered, and concentrated to give a white solid. This solid was slurried with 50 mL of diethyl ether. The resulting white solid was collected by filtration to give 6-(benzyloxy)-3-oxa-8-azabicyclo[3.2.1]octane (3.02 g)

Provenance & Evidence