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Methanol → 1-(4-Methoxyphenyl)propan-1-one oxime

HRID 2388179
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2388179
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].CO.[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=O)[CH2:20][CH3:21])=[CH:15][CH:14]=1>O>[CH3:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[N:2][OH:3])[CH2:20][CH3:21])=[CH:15][CH:14]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 887MethanolHCID 671444-PropanoylanisoleHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium Acetate

Produkt 1

HCID 534338901-(4-Methoxyphenyl)propan-1-one oximeAusbeute 111,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (7.0 g, 100 mmol) and sodium acetate (8.2 g, 100 mmol) were added to 50 mL of methanol and the resulting white slurry was stirred at room temperature for 30 min. 1-(4-Methoxyphenyl)propan-1-one (15 g, 91.4 mmol) was added and the mixture was stirred at room temperature for 20 hours, and then refluxed for 20 hours. Water (50 mL) was added and the mixture was stirred for 10 min. The product was extracted with EtOAc and the organic layer was washed with saturated NaHCO3 solution and dried over MgSO4. The solvent was evaporated in vacuo to give 18.3 g of the title compound. MS: (+) m/z 180.39 (M+1).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 20 hours
  2. temperaturerefluxed for 20 hours
  3. stirringthe mixture was stirred for 10 min
  4. extractionThe product was extracted with EtOAc
  5. washthe organic layer was washed with saturated NaHCO3 solution
  6. dry with materialdried over MgSO4
  7. customThe solvent was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7da20aac6da648c181b45a31999b8da4
Quelldatensatz
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08269008B2

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