4-Methoxy-2-nitrobenzoic acid → 2-Amino-4-methoxybenzoic acid

HRID 1644395Notes

Reaction equation

HRID 1644395 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([N+:12]([O-])=O)[CH:4]=1>[Pd].CO>[NH2:12][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:11]=[CH:10][C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 2886574-Methoxy-2-nitrobenzoic acid

Product 1

HCID 3510102-Amino-4-methoxybenzoic acidYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-Methoxy-2-nitrobenzoic acid (3 g, 16.4 mmol) was hydrogenated over palladium on carbon (10%, 300 mg) in methanol (80 mL) at room temperature and normal pressure for 18 hours. The reaction mixture was filtered through celite and concentrated to dryness under reduce pressure to give 2.50 g (100%) of the product as a colorless solid.

Workup

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-deba8e3c0ffa4b0a8b7249dd03dad11a
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

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