Methyl 2-hydroxy-3-nitrobenzoate → Methyl 3-amino-2-hydroxybenzoate

HRID 560270Notes

Reaction equation

HRID 560270 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:6]([C:7]([O:9][CH3:10])=[O:8])[C:5]=1[OH:14])([O-])=O>CO.[Pd]>[CH3:10][O:9][C:7](=[O:8])[C:6]1[CH:11]=[CH:12][CH:13]=[C:4]([NH2:1])[C:5]=1[OH:14]

Participants

4

Reactant 1

HCID 596904Methyl 2-hydroxy-3-nitrobenzoate

Product 1

HCID 12782444Methyl 3-amino-2-hydroxybenzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of methyl 3-nitrosalicylate (26.6 mmol) in MeOH (50 mL) is treated with Pd/C (10%, 500 mg) and stirred at RT under a hydrogen atmosphere (1 bar) for 16 h. After filtration through celite and removal of the solvents the desired product is obtained which is used without further purification.

Workup

  1. filtrationAfter filtration
  2. customthrough celite and removal of the solvents the desired product
  3. customis obtained which
  4. customis used without further purification

Sources & evidence

ORD record
ord-3bb65ff445824541b5a21696d691d4d2
Source dataset
uspto-grants-2011_11
Patent number
US08063099B2

Reaction notes

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