Dimethyl Sulfoxide → Ethyl 2-(3-(trifluoromethyl)pyridin-2-yl)acetate

HRID 1907678

Reaktionsgleichung

Reaktionsgleichung von HRID 1907678
[F:1][C:2]([F:21])([F:20])[C:3]1[C:4]([CH:9](C(OCC)=O)[C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:5][CH:6]=[CH:7][CH:8]=1.CS(C)=O.[Cl-].[Na+]>O>[F:21][C:2]([F:1])([F:20])[C:3]1[C:4]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N:5][CH:6]=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 679Dimethyl SulfoxideHCID 5234Sodium ChlorideHCID 57950213Diethyl 2-(3-(trifluoromethyl)pyridin-2-yl)malonate

Produkt 1

HCID 57447456Ethyl 2-(3-(trifluoromethyl)pyridin-2-yl)acetateAusbeute 99,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
138.5 °C

Versuchsvorschrift

6.10 g of diethyl (3-trifluoromethyl-2-pyridyl)malonate and 20 ml of dimethyl sulfoxide were mixed. To the mixture was added 1.40 g of sodium chloride and 0.72 g of water. The mixture was stirred for about 20 minutes at an inner temperature of 132 to 145° C. The reaction mixture was allowed to cool to room temperature, then, to the reaction mixture was added water, and extracted with ethyl acetate. The organic layer was washed with saturated brine twice, and dried over anhydrous magnesium sulfate, then, concentrated under reduced pressure, to obtain 4.64 g of ethyl (3-trifluoromethyl-2-pyridyl)acetate.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine twice
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-307c465a4bb94099a99c380e72fe8f83
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598176B2

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