2-(4-Bromophenyl)propanenitrile → 2-(4-Bromophenyl)propan-1-amine

HRID 76145Notes

Reaction equation

HRID 76145 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:11])[C:9]#[N:10])=[CH:4][CH:3]=1>[Ni].N>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:11])[CH2:9][NH2:10])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 107509272-(4-Bromophenyl)propanenitrile

Product 1

HCID 107986602-(4-Bromophenyl)propan-1-amine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

A mixture of 3.00 g (14.3 mmol) 2-(4-bromo-phenyl)-propionitrile and 40 mL ammonia solution (7N in methanol) is charged with 0.30 g Raney nickel. The mixture is stirred under an atmosphere of hydrogen (50 psi) at r.t. for 34 h. The mixture is filtered and the solvent is removed in vacuo. The crude product is used without further purification.

Workup

  1. filtrationThe mixture is filtered
  2. customthe solvent is removed in vacuo
  3. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-5ebc63f5e247468e89ccb9bbfd6ddfc8
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Reaction notes

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