Ethanol → Trifluoromethoxy phenyl-N-hydroxy-benzamide

HRID 415639

Reaktionsgleichung

Reaktionsgleichung von HRID 415639
[F:1][C:2]([F:13])([F:12])[O:3][C:4]1[CH:11]=[CH:10][C:7](C#N)=[CH:6][CH:5]=1.Cl.[NH2:15][OH:16].[OH-].[Na+].C[CH2:20][OH:21]>>[F:13][C:2]([F:1])([F:12])[O:3][C:4]1[C:5]([C:4]2[CH:11]=[CH:10][CH:7]=[CH:6][CH:5]=2)=[C:6]([CH:7]=[CH:10][CH:11]=1)[C:20]([NH:15][OH:16])=[O:21]

Komponenten

5

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 676214-(Trifluoromethoxy)benzonitrileHCID 443297Hydroxyamine hydrochloride

Produkt 1

HCID 86643274Trifluoromethoxy phenyl-N-hydroxy-benzamide

Versuchsvorschrift

To a solution of 4-Trifluoromethoxybenzonitrile (1.0 g, 5.0 mmol) in EtOH (20 mL) was added hydroxylamine hydrochloride (0.365 g, 5.0 mmol) and NaOH (0.212 g, 5.0 mmol). The resulting reaction mixture was refluxed for 15 h. After the completion of the reaction (TLC monitoring), the mixture was concentrated, added EtOH and filtered. The filtrate was evaporated in vacuo and used as such for the next step (crude yield 12.0 g, 66%).

Aufarbeitung

  1. customThe resulting reaction mixture
  2. temperaturewas refluxed for 15 h
  3. customAfter the completion of the reaction (TLC monitoring)
  4. concentrationthe mixture was concentrated
  5. additionadded EtOH
  6. filtrationfiltered
  7. customThe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c8d553a8b896403caea3eda8a9e78ae2
Quelldatensatz
uspto-grants-2012_01
Patentnummer
US08088791B2

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