Diethyl Ether → HCID 68693044, compound

Participants

Reaction Steps

An amount of 1.8 g (9.02 mmol) of tert-butyl-(3R)-3-methoxypyrrolidin-1-yl carboxylate is stirred in concentrated hydrogen chloride (10 mL) for two hours. Anhydrous ether (100 mL) is added and stirred for additional 30 minutes. The ether is decanted and this is repeated three times. The mixture is neutralized with excess triethylamine and after evaporating to dryness, the mixture is re-dissolved in methylene chloride (100 mL) and 1.5 g (6.94 mmol) of 4-nitrobenzylbromide is added and refluxed for two hours. After cooling, the mixture is washed three times with aqueous sodium bicarbonate, dried over magnesium sulfate and evaporated to give 1.1 g (67% yield) of the nitro intermediates as a yellow oil.

Provenance & Evidence