Benzene, 2-methoxy-1-methyl-4-nitro- → 3-Methoxy-4-methylaniline

HRID 1505313Notes

Reaction equation

HRID 1505313 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[CH:4][C:3]=1[O:11][CH3:12]>CO>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[O:11][CH3:12]

Participants

3

Reactant 1

HCID 83159Benzene, 2-methoxy-1-methyl-4-nitro-

Product 1

HCID 278823-Methoxy-4-methylanilineYield 90.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-methyl-2-(methyloxy)-4-nitrobenzene (2.5 g, 14.96 mmol) in methanol (50 mL) Ni-Raney (˜2 g) was added and the reaction mixture was stirred overnight at room temperature under H2 atmosphere (1 atm). The catalyst was filtered off and the residue was purified by SCX cartridge (50 g) to afford the title compound (1.86 g) as a colourless oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe residue was purified by SCX cartridge (50 g)

Sources & evidence

ORD record
ord-18e66ea619ff4a6fb9440c33d6602158
Source dataset
uspto-grants-2015_12
Patent number
US09216967B2

Reaction notes

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