3-Methoxy-5-nitrobenzoic acid → 3-Amino-5-methoxybenzoic acid

HRID 1670068Notes

Reaction equation

HRID 1670068 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([N+:12]([O-])=O)[CH:11]=1)[C:6]([OH:8])=[O:7]>C(O)C>[NH2:12][C:10]1[CH:9]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[CH:11]=1)[C:6]([OH:8])=[O:7]

Participants

3

Reactant 1

HCID 53002123-Methoxy-5-nitrobenzoic acid

Product 1

HCID 138744093-Amino-5-methoxybenzoic acidYield 111%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-Methoxy-5-nitrobenzoic acid (510 mg) was dissolved in 5 ml of ethanol and 10% Pd(C) (50 mg) was added. The resulting suspension was stirred under a hydrogen-filled balloon for 2 hours. Then the reaction mixture was filtered and concentrated to dryness. Isolated dark brown solid (480 mg) was used without further purification in the next step.

Workup

  1. additionfilled balloon for 2 hours
  2. filtrationThen the reaction mixture was filtered
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-76d3b3a100064435bd6b6c4a24bb7ea5
Source dataset
uspto-grants-2011_08
Patent number
US07989454B2

Reaction notes

Loading…