2-Azido-1-(2-methoxyphenyl)ethanone → 2-Amino-1-(2-methoxyphenyl)ethanone
Reaction equation
[N:1]([CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14])=[O:6])=[N+]=[N-]>CO.Cl.[Pd]>[NH2:1][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[O:13][CH3:14])=[O:6]Participants
5
Reactant 1
Product 1
Reagents, catalysts & solvents 3
Procedure
Dissolve 2-azido-1-(2-methoxy-phenyl)-ethanone (3.54 g, 18.5 mmol) in 1328 ml of MeOH and 9 ml of concentrated HCl. Add 943 mg of 10% Pd/C and expose the reaction mixture to 60 psi of H2 for 5 hours at ambient temperature. Filter the catalyst off through a pad of celite and concentrate the filtrate in vacuo to afford 3.74 g of crude 2-amino-1-(2-methoxyphenyl)-ethanone as the hydrochloride salt.
Workup
- customfor 5 hours
- customat ambient temperature
- filtrationFilter the catalyst off through a pad of celite
- concentrationconcentrate the filtrate in vacuo
Sources & evidence
- ORD record
- ord-2e7cde3ef9e04e819759b43819eeee97
- Source dataset
- uspto-grants-2010_02
- Patent number
- US07662771B2
Reaction notes
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