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

HRID 1368035Notes

Reaction equation

HRID 1368035 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-b4808334826e4488bce58ce4ef07da5e
Source dataset
uspto-grants-2003_06
Patent number
US06573264B1

Reaction notes

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