3'-(Trifluoromethyl)acetophenone → HCID 53919695, compound

HRID 844321Notes

Reaction equation

HRID 844321 reaction equation
Cl.[O:2]([NH2:4])[CH3:3].[F:5][C:6]([F:17])([F:16])[C:7]1[CH:8]=[C:9]([C:13](=O)[CH3:14])[CH:10]=[CH:11][CH:12]=1>C(O)C.N1C=CC=CC=1>[CH3:3][O:2][N:4]=[C:13]([C:9]1[CH:10]=[CH:11][CH:12]=[C:7]([C:6]([F:5])([F:16])[F:17])[CH:8]=1)[CH3:14]

Participants

5

Reactant 2

HCID 676823'-(Trifluoromethyl)acetophenoneHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 53919695HCID 53919695, compoundYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 1049PyridineSolvent

Procedure

Methoxylamine hydrochloride (2.33 g) is added to a solution of 3′-(trifluoromethyl)-acetophenone (1.5 g) in ethanol (20 mL) and pyridine (2 mL). The solution is heated at reflux for 45 minutes. The reaction mixture is then cooled, concentrated under reduced pressure and partitioned between water and ethyl acetate. The aqueous layer is extracted with ethyl acetate. The combined organic layers are washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give the desired product as a colorless oil (1.61 g).

Workup

  1. temperatureThe solution is heated
  2. temperatureat reflux for 45 minutes
  3. temperatureThe reaction mixture is then cooled
  4. concentrationconcentrated under reduced pressure
  5. custompartitioned between water and ethyl acetate
  6. extractionThe aqueous layer is extracted with ethyl acetate
  7. washThe combined organic layers are washed with saturated aqueous sodium chloride
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a1f6293cd400468188598e0beb492f4f
Source dataset
uspto-grants-2002_04
Patent number
US06380243B1

Reaction notes

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