Methyl 2-methyl-3-nitrobenzoate → 3-Amino-2-methylbenzoic acid methyl ester

HRID 1263405Notes

Reaction equation

HRID 1263405 reaction equation
[CH3:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>CO.[Pd]>[NH2:12][C:11]1[C:2]([CH3:1])=[C:3]([CH:8]=[CH:9][CH:10]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

4

Reactant 1

HCID 601165Methyl 2-methyl-3-nitrobenzoate

Product 1

HCID 38010253-Amino-2-methylbenzoic acid methyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

210 g of methyl 2-methyl-3-nitrobenzoate (1.08 mol) were dissolved in 4 l of methanol, 21 g of Pd/C were added and the mixture was subsequently hydrogenated at ambient pressure. After the reaction had ended, the catalyst was filtered off and the solvent was removed. Yield: 178 g (quant.).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-2446028f7ca14a37a4b8d6af37e2a55f
Source dataset
uspto-grants-2003_04
Patent number
US06541423B1

Reaction notes

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