2-[Methyl(3-methyl-4-nitrophenyl)amino]ethanol → HCID 18697484, compound

HRID 402668Notes

Reaction equation

HRID 402668 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N:11]([CH2:13][CH2:14][OH:15])[CH3:12])[CH:5]=[CH:6][C:7]=1[N+:8]([O-])=O>C(O)C.[Pd]>[NH2:8][C:7]1[CH:6]=[CH:5][C:4]([N:11]([CH2:13][CH2:14][OH:15])[CH3:12])=[CH:3][C:2]=1[CH3:1]

Participants

4

Reactant 1

HCID 609808482-[Methyl(3-methyl-4-nitrophenyl)amino]ethanol

Product 1

HCID 18697484HCID 18697484, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-[(3-Methyl-4-nitrophenyl)-N-methylamino]ethanol (0.70 g, 3.3 mmol) was dissolved in ethanol (10 mL) and 10% palladium on carbon (0.050 g) was added at ambient temperature. The reaction mixture was agitated under a hydrogen atmosphere at ambient temperature for 4 h. Palladium on carbon was removed by filtration with Celite and the solvent was removed under reduced pressure to afford 2-[(4-amino-3-methylphenyl)-N-methylamino]ethanol as solid (0.58 g, y. 97%).

Workup

  1. customPalladium on carbon was removed by filtration with Celite
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-955562da74c342368a45149daeab08d5
Source dataset
uspto-grants-2014_06
Patent number
US08742113B2

Reaction notes

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