3-Aminobenzonitrile → 3-Aminobenzylamine

HRID 2229415Notes

Reaction equation

HRID 2229415 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6])#[N:2]>CO.[Pd]>[NH2:6][C:5]1[CH:4]=[C:3]([CH:9]=[CH:8][CH:7]=1)[CH2:1][NH2:2]

Participants

4

Reactant 1

HCID 167023-Aminobenzonitrile

Product 1

HCID 46288313-AminobenzylamineYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

3-Cyanoaniline (0.50 g, 4.23 mmol) in 100 mL of MeOH was stirred overnight at room temperature under a H2 environment in the presence of 10% Pd/C (100 mg). The Pd/C was removed by filtration through a pad of Celilte, and the resulting filtrate was concentrated under reduced pressure to give 0.516 g (˜100%) of 44A as a thick oil. The product was used without any further purification.

Workup

  1. customThe Pd/C was removed by filtration through a pad of Celilte
  2. concentrationthe resulting filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-9c347b0602d34725b12f3d47d15dbf2e
Source dataset
uspto-grants-2002_07
Patent number
US06420403B1

Reaction notes

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