Hydrochloric Acid → HCID 86642031, compound

Participants

Reaction Steps

To a Parr hydrogenation bottle was added 12.0 g of 2-(2,3-dinitrophenoxy)acetate, Raney Nickel (2.0 g, wet), THF (100 mL) and EtOH (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 over a plug Celite and the filtrate was concentrated under reduced pressure to give a residue, which was dissolved in methanol, acidified with 4 N hydrogen chloride in 1,4-dioxane and filtered. The resulting filtrate was concentrated under reduced pressure to give tent-butyl 2-(2,3-diaminophenoxy)acetate dihydrochloride (8.7 g, 82%), and was used directly in the next step without any further purification. MS (EI): 239 (MH+).

Provenance & Evidence