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

HRID 1532235Notes

Reaction equation

HRID 1532235 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 The reaction mixture
  3. temperatureis 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-c70d3e3d56ce481a9d0ff3adbf7222b1
Source dataset
uspto-grants-2001_03
Patent number
US06201013B1

Reaction notes

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