Ethanol → 3-(Difluoromethoxy)benzaldehyde Oxime

HRID 1380047

Reaction equation

HRID 1380047 reaction equation
Cl.[NH2:2][OH:3].[OH-].[Na+].[F:6][CH:7]([F:17])[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=O.C(O)C>O>[F:6][CH:7]([F:17])[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=[N:2][OH:3]

Participants

6

Reactant 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 27369853-(Difluoromethoxy)benzaldehyde

Product 1

HCID 861304583-(Difluoromethoxy)benzaldehyde Oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 2.0 g portion of hydroxylamine hydrochloride was dissolved in 12 ml of water and 8 ml of 5N sodium hydroxide was added. A 1.0 g portion of 3-(difluoromethoxy)benzaldehyde was added followed by enough ethanol to give a solution. After 10 minutes of reflux, the reaction mixture was concentrated in vacuo and the residue taken up in 10 ml of water. The pH was adjusted to 4 with hydrochloric acid, then the mixture was extracted with chloroform. The organic phase was dried over sodium sulfate and concentrated, giving the desired compound as an oil.

Workup

  1. customto give a solution
  2. temperatureAfter 10 minutes of reflux
  3. concentrationthe reaction mixture was concentrated in vacuo
  4. extractionthe mixture was extracted with chloroform
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-dc009ea92b184a389b33de1a2d438e19
Source dataset
uspto-grants-1986_04
Patent number
US04579848

Linked notes

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