Methyl 2-(2-nitrophenyl)acetate → Methyl 2-aminobenzeneacetate

HRID 1592018Notes

Reaction equation

HRID 1592018 reaction equation
[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-])=O>CO>[CH3:1][O:2][C:3](=[O:14])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[NH2:11]

Participants

3

Reactant 1

HCID 520464Methyl 2-(2-nitrophenyl)acetate

Product 1

HCID 5743389Methyl 2-aminobenzeneacetate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The title A compound, (2-nitro-phenyl)-acetic acid methyl ester (5.0 g, 25.6 mmol) is dissolved in MeOH (125 mL) in a Parr Bottle. It is purged with nitrogen, then added PtO2 (185 mg), then placed on a Parr Shaker under 50 to 55 psi of hydrogen with shaking for 25.5 h. The reaction is opened and filtered through celite, and concentrated to yield (2-amino-phenyl) acetic acid methyl ester as an amber oil: [M+1]+=166.

Workup

  1. customIt is purged with nitrogen
  2. filtrationfiltered through celite
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-73287b9cab6d4b05a41de6ed4656964a
Source dataset
uspto-grants-2007_11
Patent number
US07291635B2

Reaction notes

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