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

HRID 255276

Reaction equation

HRID 255276 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-f8f4666ef20642c2a03ae86bb6637376
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Linked notes

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