Methyl 2-methyl-5-nitrobenzoate → Methyl 5-Amino-2-methylbenzoate

HRID 1012638Notes

Reaction equation

HRID 1012638 reaction equation
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[CH3:13]>C(O)C.[Pd]>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([NH2:10])[CH:7]=[CH:6][C:5]=1[CH3:13]

Participants

4

Reactant 1

HCID 4377758Methyl 2-methyl-5-nitrobenzoate

Product 1

HCID 15049977Methyl 5-Amino-2-methylbenzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Compound 497 (26.5 g, 135.78 mmol) in ethanol (200 ml) was hydrogenated under 1 atmosphere at room temperature in the presence of Pd/C 5% (2.00 g) for 3 h. After reaction, the catalyst was filtered off. The filtrate was concentrated in vacuo, providing the title compound as a brownish oil.

Workup

  1. customAfter reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-f32883d46f5048e08cde465559cc48e3
Source dataset
uspto-grants-2011_07
Patent number
US07977387B2

Reaction notes

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