Water → Cyclohexanone, 2-(3-methoxyphenyl)-, oxime

HRID 1594919Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1594919
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=O)[CH:6]=[CH:7][CH:8]=1.Cl.[NH2:17][OH:18].C([O-])(=O)C.[Na+].O>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=[N:17][OH:18])[CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 858682-(3-Methoxyphenyl)cyclohexanoneHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Produkt 1

HCID 2728109Cyclohexanone, 2-(3-methoxyphenyl)-, oxime

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-(3-Methoxyphenyl)-cyclohexanone, as described in Step A above, (0.61 g, 3 mmol), hydroxylamine hydrochloride (0.40 g, 6 mmol) and sodium acetate (0.80, 6.2 mmol) were combined in EtOH (4 mL): H2O (2 mL) and heated at reflux for 3 h. The reaction mixture was concentrated, then partitioned between EtOAc (100 mL) and H2O (100 mL), the organic layer separated, washed with H2O, brine, and dried (MgSO4). Filtration and concentration to dryness gave the title compound.

Aufarbeitung

  1. temperatureat reflux for 3 h
  2. concentrationThe reaction mixture was concentrated
  3. custompartitioned between EtOAc (100 mL) and H2O (100 mL)
  4. customthe organic layer separated
  5. washwashed with H2O, brine
  6. dry with materialdried (MgSO4)
  7. filtrationFiltration and concentration to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0723351be00e4feaab4906a065b4772b
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284755B1

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