Phenol, 4-methoxy-2-nitro- → 2-Amino-4-methoxyphenol

HRID 22723

Reaction equation

HRID 22723 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

HCID 15285Phenol, 4-methoxy-2-nitro-

Product 1

HCID 14191082-Amino-4-methoxyphenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

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

  1. customThe mixture was hydrogenated in a Parr™ shaker at 30 psi until consumption of hydrogen
  2. filtrationThe mixture was filtered through Celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-357d0f6dda4445b290f863c893983868
Source dataset
uspto-grants-2005_02
Patent number
US06849632B2

Linked notes

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