2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime → 2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethylamine

HRID 2307425Notes

Reaction equation

HRID 2307425 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:7]=1)=[N:4]O>[OH-].[NH4+].CO.[Ni]>[F:19][C:2]([F:1])([F:18])[CH:3]([NH2:4])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)[CH:7]=1

Participants

5

Reactant 1

HCID 739856882,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime

Product 1

HCID 226054942,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethylamineYield 100%

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 887MethanolSolventHCID 14923Ammonium HydroxideSolvent

Procedure

A suspension of 2,2,2-trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime (1.37 g) and Ra—Ni (1 mL) in a mixture of 3 ml of 30% ammonium hydroxide and 15 mL of MeOH was hydrogenated at 60 psi for 16 hours. The crude reaction mixture was filtered through Celite and the filtrate was concentrated in vacuo to give the title compound as an oil (1.3 g).

Workup

  1. customThe crude reaction mixture
  2. filtrationwas filtered through Celite
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-06c65228e5d74afb96402c67f1390346
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

Loading…