2,2,2-Trifluoroacetophenone → 655-25-4

HRID 1384769Notes

Reaction equation

HRID 1384769 reaction equation
[F:1][C:2]([F:12])([F:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[Cl-].[OH:14][NH3+:15].C([O-])(=O)C.[Na+]>C(O)C.O>[F:1][C:2]([F:12])([F:11])[C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=[N:15][OH:14]

Participants

6

Reactant 3

HCID 99052,2,2-TrifluoroacetophenoneHCID 21645Hydroxylamine HClHCID 517045Sodium Acetate

Product 1

HCID 604931655-25-4Yield 89.6%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

25 g (0.144 mol) of 2,2,2-Trifluoro-1-phenyl-ethanone are dissolved in 40 ml of ethanol at 80° C. To the solution are added dropwise 10.5 g (0.151 mol) of hydroxylammonium chloride and 20.1 g (0.245 mol) of sodium acetate dissolved in 20 ml of water. The reaction mixture is refluxed overnight, and the solvent is distilled off by a rotary evaporator. The residue is poured into water, the white precipitate is rinsed with water and dried under vacuum, yielding 24.4 g of 2,2,2-trifluoro-1-phenyl-ethanone oxime. The crude product is used in the next step without further purification.

Workup

  1. temperatureThe reaction mixture is refluxed overnight
  2. distillationthe solvent is distilled off by a rotary evaporator
  3. additionThe residue is poured into water
  4. washthe white precipitate is rinsed with water
  5. customdried under vacuum

Sources & evidence

ORD record
ord-f8d9063e2c914523a8f724cad870a535
Source dataset
uspto-grants-2001_07
Patent number
US06261738B1

Reaction notes

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