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

HRID 22698

Reaction equation

HRID 22698 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

A solution of 4-methoxy-2-nitrophenol 11 (10 g, 59.1 mmol) and Pd/C (1.0 g) in methanol (100 ml) was placed on a Parr shaker under H2 (50 psi) for 60 minutes. The reaction mixture was filtered through Celite 521 and the filter cake washed with MeOH. The filtrate was evaporated (in vacuo), to yield compound 12 as a tan solid.

Workup

  1. filtrationThe reaction mixture was filtered through Celite 521
  2. washthe filter cake washed with MeOH
  3. customThe filtrate was evaporated (in vacuo)

Sources & evidence

ORD record
ord-4d5d8283e50c4141aca07510c1511933
Source dataset
uspto-grants-2005_02
Patent number
US06849632B2

Linked notes

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