Phenol, 4-methoxy-2-nitro- → 2-Amino-4-methoxyphenol
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[C:5]([N+:10]([O-])=O)[CH:4]=1>CO.[Pd]>[NH2:10][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[OH:9]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Commercially available 4-methoxy-2-nitrophenol (1 g, 5.9 mmol), a compound of formula (C) was dissolved in 10 mL of methanol, and then 10% Pd/C was added to the mixture. The mixture was hydrogenated in a Parr™ shaker at 30 psi until consumption of hydrogen stopped. The mixture was filtered through Celite and concentrated, to yield 2-amino-4-methoxyphenol a compound of formula (d), which was used without further purification.
Workup
- customThe mixture was hydrogenated in a Parr™ shaker at 30 psi until consumption of hydrogen
- filtrationThe mixture was filtered through Celite
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-357d0f6dda4445b290f863c893983868
- Source dataset
- uspto-grants-2005_02
- Patent number
- US06849632B2
Reaction notes
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