Ethanol → (p-Chlorophenyl)-1,1,1-trifluoro-2-propanone oxime

HRID 1198741

Reaktionsgleichung

Reaktionsgleichung von HRID 1198741
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=O)[C:10]([F:13])([F:12])[F:11])=[CH:4][CH:3]=1.C(O)C.Cl.[NH2:19][OH:20].C([O-])(=O)C.[Na+]>O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[N:19][OH:20])[C:10]([F:13])([F:12])[F:11])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 702EthanolHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 151139833-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one

Produkt 1

HCID 85405208(p-Chlorophenyl)-1,1,1-trifluoro-2-propanone oximeAusbeute 110,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel3×

Versuchsvorschrift

A solution of 3-(p-Chlorophenyl)-1,1,1-trifluoro-2-propanone (10.0 g, 0.045 mol) and ethanol (60 mL) is treated with a solution of hydroxylamine hydrochloride (4.68 g, 0.067 mol) and water (20 mL) and then with a solution of sodium acetate (5.53 g, 0.067 mol) and water (20 mL). The reaction mixture is then refluxed for 2 hours, cooled to room temperature, diluted with water and extracted with ether. The combined organic extracts are washed sequentially with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give a liquid which solidifies upon standing to give the title product as white needles (11.84 g). Identified by IR and NMR spectral analyses.

Aufarbeitung

  1. temperatureThe reaction mixture is then refluxed for 2 hours
  2. extractionextracted with ether
  3. washThe combined organic extracts are washed sequentially with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated in vacuo
  6. customto give a liquid which

Quellen und Nachweise

ORD-Eintrag
ord-0f47b940efb64b62a73479256858fde0
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05281719

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