Water → 2-Ethyl-1-(4-methoxyphenyl)butan-1-one

HRID 279698

Reaktionsgleichung

Reaktionsgleichung von HRID 279698
FC(F)(F)S([O-])(=O)=O.[Dy+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O.[C:26]1([O:32][CH3:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.[CH2:34]([CH:36]([CH2:40][CH3:41])[C:37](O)=[O:38])[CH3:35].O>C1(C)C=CC=CC=1>[CH3:33][O:32][C:26]1[CH:31]=[CH:30][C:29]([C:37](=[O:38])[CH:36]([CH2:40][CH3:41])[CH2:34][CH3:35])=[CH:28][CH:27]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 69152-Ethylbutyric acidHCID 7519AnisoleHCID 9938788Dysprosium(III) trifluoromethanesulfonate

Produkt 1

HCID 2455082-Ethyl-1-(4-methoxyphenyl)butan-1-oneAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Dysprosium (III) trifluoromethanesulfonate (3.66 g as a wet solid), anisole (1.08 g) and 2-ethylbutanoic acid (1.16 g) were refluxed together in 125 mL toluene with azeotropic removal of the lower water layer (Dean-Stark apparatus). After 48 hours, the mixture was cooled and extracted with 3×25 mL water, then by 2×25 mL saturated sodium bicarbonate solution. The organic layer was dried using anhydrous sodium sulfate, filtered, then concentrated down in vacuo to give para-methoxy-2-ethylbutyrophenone (0.90 g, 44% yield) as an amber-colored oil, which was practically pure by 1H NMR analysis. Removal of water from the three water extracts recovered 3.54 g as a damp, off-white solid.

Aufarbeitung

  1. temperaturethe mixture was cooled
  2. extractionextracted with 3×25 mL water
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated down in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a84ca71e99714676b1d7c6d5d5c20d10
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06362375B1

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