Methanol → 2-(Trifluoromethyl)phenethylamine

HRID 1843877Notes

Reaction equation

HRID 1843877 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]#[N:11].CO>N.[Ni]>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][NH2:11]

Participants

5

Reactant 2

HCID 887MethanolHCID 764352-(Trifluoromethyl)phenylacetonitrile

Product 1

HCID 698832-(Trifluoromethyl)phenethylamineYield 44.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

Using analogous reaction conditions as described in Example 16, step 1, (2-trifluoromethyl-phenyl)-acetonitrile (I-22a: 2.4 g) in methanolic ammonia (10 mL) was reacted with Raney nickel (5 g) and methanol (30 mL) to afford 1.1 g of the product (44% yield).

Workup

  1. customreaction conditions

Sources & evidence

ORD record
ord-1a67377c88334ab9adbbae5501ab3a46
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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