Dimethyl Sulfoxide → Ethanone, 1-[4-fluoro-2-(methylamino)phenyl]-2-(methylsulfinyl)-

HRID 1085897

Reaktionsgleichung

Reaktionsgleichung von HRID 1085897
[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8]C(C)(C)C)=O)=[C:4]([NH:15][CH3:16])[CH:3]=1.CC(C)([O-])C.[K+].O.[CH3:24][S:25]([CH3:27])=[O:26]>>[F:1][C:2]1[CH:14]=[CH:13][C:5]([C:6](=[O:8])[CH2:24][S:25]([CH3:27])=[O:26])=[C:4]([NH:15][CH3:16])[CH:3]=1

Komponenten

5

Edukt 4

HCID 679Dimethyl Sulfoxide2×HCID 962WaterHCID 19978457t-Butyl 4-fluoro-2-methylaminobenzoateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 10059700Ethanone, 1-[4-fluoro-2-(methylamino)phenyl]-2-(methylsulfinyl)-

Versuchsvorschrift

A solution of t-butyl 4-fluoro-2-methylaminobenzoate (28.9 g) in dimethylsulphoxide (133 ml) was added to a solution of potassium t-butoxide (72.2 g) in dimethylsulphoxide (300 ml) at ambient temperature under nitrogen. The stirred mixture was heated at 50° for eight hours and then cooled to ambient temperature. Water (1300 ml) was added to the mixture whilst maintaining the temperature below 35°. Extraction with trichloromethane and evaporation of the extract in vacuo gave 1-(4-fluoro-2-methylaminophenyl)-2-methylsulphinylethanone, m.p. 129°-134°.

Aufarbeitung

  1. temperatureThe stirred mixture was heated at 50° for eight hours
  2. temperaturewhilst maintaining the temperature below 35°
  3. extractionExtraction
  4. customwith trichloromethane and evaporation of the
  5. extractionextract in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5851b8e102474d71b0cb9e0a0cb246eb
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05011931

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