Hydrochloric Acid → HCID 66623318, compound

Participants

Reaction Steps

To a Parr hydrogenation bottle was added 7.0 g of tert-butyl 4-(2-amino-3-nitrophenoxy)piperidine-1-carboxylate, 10% palladium on carbon (50% w/w water) (2.0 g, wet), ethyl acetate (100 mL) and MeOH (150 mL). The atmosphere of the vessel was replaced by hydrogen gas. The reaction was shaken on a Parr hydrogenator at 40 psi at room temperature, overnight. The catalyst was filtered through a plug of Celite and the filtrate was concentrated under reduced pressure to give a residue, which was dissolved in methanol, cooled in an ice bath and carefully acidified with 4 N hydrogen chloride in 1,4-dioxane and filtered. The resulting filtrate was concentrated under reduced pressure to give of tert-butyl 4-(2,3-diaminophenoxy)piperidine-1-carboxylate dihydrochloride (6.7 g), and was used directly in the next step without any further purification. MS (EI): 308 (MH+).

Provenance & Evidence