Methanol → 2-[4-(Trifluoromethoxy)phenyl]ethan-1-amine

HRID 1843965Notes

Reaction equation

HRID 1843965 reaction equation
[F:1][C:2]([F:14])([F:13])[O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]#[N:12])=[CH:6][CH:5]=1.CO>N.[Ni]>[F:1][C:2]([F:13])([F:14])[O:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][CH2:11][NH2:12])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 1426764-(Trifluoromethoxy)phenylacetonitrile

Product 1

HCID 106320402-[4-(Trifluoromethoxy)phenyl]ethan-1-amineYield 80%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

Using analogous conditions as described for the preparation of Intermediate I-17b, 2-(4-(trifluoromethoxy)phenyl)acetonitrile (I-51a: 3.8 g) in methanolic ammonia (50 mL) was reacted with raney nickel (7 g) and methanol (40 mL) to afford 3.1 g of the product (80% yield).

Sources & evidence

ORD record
ord-41418e4f5bb74f7f9a9a0009e8cdccc6
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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