Methyl 2-(3-methyl-4-nitrophenoxy)benzoate → Methyl 2-(4-amino-3-methylphenoxy)benzoate

HRID 1269851Notes

Reaction equation

HRID 1269851 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[O:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]>C(OCC)(=O)C.CO>[NH2:19][C:18]1[CH:17]=[CH:16][C:4]([O:5][C:6]2[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=2[C:8]([O:10][CH3:11])=[O:9])=[CH:3][C:2]=1[CH3:1]

Participants

4

Reactant 1

HCID 22933655Methyl 2-(3-methyl-4-nitrophenoxy)benzoate

Product 1

HCID 22933360Methyl 2-(4-amino-3-methylphenoxy)benzoateYield 92%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

Under a hydrogen atmosphere at atmospheric pressure, a solution of methyl 2-(3-methyl-4-nitrophenoxy)-benzoate (1.85 g, 6.44 mmol) in a mixture of ethyl acetate (15 ml) and methanol (8 ml) was stirred at room temperature for 5 hours. The solution was filtered and the filtrate was concentrated to obtain methyl 2-(4-amino-3-methylphenoxy)-benzoate (1.52 g, 92%).

Workup

  1. filtrationThe solution was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-90461e4afca441f7b091438032815a4c
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

Loading…