2,2,2-Trifluoro-1-(3-nitrophenyl)ethanone oxime → 1-(3-Aminophenyl)-2,2,2-trifluoroethanone oxime

HRID 2307423Notes

Reaction equation

HRID 2307423 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]([C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[CH:7]=1)=[N:4][OH:5]>C(O)C.[Pt]>[NH2:12][C:8]1[CH:7]=[C:6]([C:3](=[N:4][OH:5])[C:2]([F:16])([F:15])[F:1])[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 739856852,2,2-Trifluoro-1-(3-nitrophenyl)ethanone oxime

Product 1

HCID 739856931-(3-Aminophenyl)-2,2,2-trifluoroethanone oximeYield 98%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2,2,2-trifluoro-1-(3-nitrophenyl)ethanone oxime (2.34 g) and 5% Pt(S)/C (2340 mg) in ethanol (530 mL) was hydrogenated at 50 psi for 2 hours. The crude reaction mixture was filtered, and the filtrate was concentrated in vacuo to give the title compound (2 g) as an oil which was used in the next step without purification.

Workup

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

Sources & evidence

ORD record
ord-781754cffd2045d4b7fb88111374373f
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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