(2-Methyl-3-nitrophenyl)acetonitrile → 3-Amino-2-methylphenylacetonitrile

HRID 1822865Notes

Reaction equation

HRID 1822865 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:11][C:12]#[N:13]>CCOC(C)=O.CCO.[Pd]>[NH2:8][C:7]1[C:2]([CH3:1])=[C:3]([CH2:11][C:12]#[N:13])[CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 13530896(2-Methyl-3-nitrophenyl)acetonitrile

Product 1

HCID 221703203-Amino-2-methylphenylacetonitrileYield 77%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

2-(2-Methyl-3-nitrophenyl)acetonitrile (Askam, V. et al. J. Chem. Soc. C (1969)1935–1936;) was hydrogenated over 5% palladium-charcoal 50 mg in EtOAc/EtOH 1:1 (14 ml) for three hours. The mixture was filtered through celite, and the filtrate was concentrated to give the title compound 77 mg (77%) as a white powder.

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-c40df85708654243af8e209485f6c66e
Source dataset
uspto-grants-2006_05
Patent number
US07037925B2

Reaction notes

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