2,2,2-Trifluoro-3'-(trifluoromethyl)acetophenone → N-{2,2,2-Trifluoro-1-[3-(trifluoromethyl)phenyl]ethylidene}hydroxylamine

HRID 1447033Notes

Reaction equation

HRID 1447033 reaction equation
Cl.[NH2:2][OH:3].[F:4][C:5]([C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)=O)([F:7])[F:6]>C(O)C.N1C=CC=CC=1.O>[F:4][C:5]([C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([C:16]([F:19])([F:18])[F:17])[CH:11]=1)=[N:2][OH:3])([F:7])[F:6]

Participants

6

Reactant 2

HCID 1365592,2,2-Trifluoro-3'-(trifluoromethyl)acetophenoneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 71375430N-{2,2,2-Trifluoro-1-[3-(trifluoromethyl)phenyl]ethylidene}hydroxylamine

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 1049PyridineSolvent

Procedure

7.8 g of hydroxylamine hydrochloride are dissolved in 250 ml of a mixture of ethanol and pyridine and to this solution 7 g (m-trifluoromethyl phenyl) trifluoromethyl Ketone are added. The mixture is heated to reflux for 16 hours, then cooled and diluted with 100 ml water. The oxime precipitates and is separated by filtration, dried, washed with water many times, and dried again. The yield amounts to 42%.

Workup

  1. additionare added
  2. temperatureThe mixture is heated
  3. temperatureto reflux for 16 hours
  4. temperaturecooled
  5. customThe oxime precipitates
  6. customis separated by filtration
  7. customdried
  8. washwashed with water many times
  9. customdried again

Sources & evidence

ORD record
ord-704d873be1684372b17b0a3d4a1f8406
Source dataset
uspto-grants-1982_02
Patent number
US04315019

Reaction notes

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