1-Methoxy-2-methyl-4-nitrobenzene → 3-Methyl-4-methoxybenzenamine

HRID 1157440Notes

Reaction equation

HRID 1157440 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[CH3:12]>[Pd].CO>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[CH3:12]

Participants

4

Reactant 1

HCID 6435201-Methoxy-2-methyl-4-nitrobenzene

Product 1

HCID 672973-Methyl-4-methoxybenzenamineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium on carbon (10% Pd/C) (1.5 g) was added to a solution of 1-methoxy-2-methyl-4-nitrobenzene (9.5 g, 57 mmol) in methanol (100 mL). The mixture was stirred under a hydrogen atmosphere (1 atm.) at room temperature for 16 h. The mixture was filtered through a pad of CELITE™ and the filtrate was evaporated in vacuo to yield 4-methoxy-3-methylphenylamine (8.0 g, 57 mmol, 100%).

Workup

  1. filtrationThe mixture was filtered through a pad of CELITE™
  2. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-0e51f75b06ba4230a8335e48fd0ddc64
Source dataset
uspto-grants-2010_10
Patent number
US07807686B2

Reaction notes

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