Water → 2-Bromo-1-(3,5-difluoro-phenyl)-ethanone oxime

HRID 1615744Notes

Reaction equation

HRID 1615744 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([F:12])[CH:11]=1)[C:5](=O)[CH2:6][Br:7].Cl.[NH2:14][OH:15].O>CO>[Br:7][CH2:6][C:5]([C:4]1[CH:3]=[C:2]([F:1])[CH:11]=[C:10]([F:12])[CH:9]=1)=[N:14][OH:15]

Participants

5

Reactant 3

HCID 962WaterHCID 443297Hydroxyamine hydrochlorideHCID 27783312-Bromo-1-(3,5-difluorophenyl)ethanone

Product 1

HCID 866685372-Bromo-1-(3,5-difluoro-phenyl)-ethanone oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

34.5 g (146.8 mmol) 3,5-difluorophenacylbromide, 30.6 g (440.4 mmol) hydroxylamine-hydrochloride, 44.0 ml of water and 320.0 mL methanol were stirred overnight at RT. The reaction mixture was concentrated by rotary evaporation using the rotary evaporator and mixed with 150 mL water and extracted twice with ethyl acetate. The combined organic phases were washed with water, dried and evaporated to dryness by rotary evaporation.

Workup

  1. concentrationThe reaction mixture was concentrated by rotary evaporation
  2. customthe rotary evaporator
  3. additionmixed with 150 mL water
  4. extractionextracted twice with ethyl acetate
  5. washThe combined organic phases were washed with water
  6. customdried
  7. customevaporated to dryness by rotary evaporation

Sources & evidence

ORD record
ord-1071676f9cb44bcab69d7ec577f1be15
Source dataset
uspto-grants-2014_07
Patent number
US08765763B2

Reaction notes

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