m-Trifluoromethylphenylacetonitrile → Phenethylamine, m-trifluoromethyl-

HRID 1843866Notes

Reaction equation

HRID 1843866 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1>N.[Ni]>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:4]=[C:5]([CH2:9][CH2:10][NH2:11])[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 75360m-Trifluoromethylphenylacetonitrile

Product 1

HCID 104223Phenethylamine, m-trifluoromethyl-Yield 97.89%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

Using analogous reaction conditions as described in Example 16, step 1, (3-trifluoromethyl-phenyl)-acetonitrile (2 g, 10.81 mmol) in methanolic ammonia (50 mL) was reacted with to Raney nickel (400 mg) to afford 2 g of the product (97.89% yield).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-73b033b232a74f7087ac7a53ba2ff886
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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