Water → 5,6-Difluoro-(3-fluorophenoxy)-pyrimidine

HRID 1840713

Reaktionsgleichung

Reaktionsgleichung von HRID 1840713
[F:1][C:2]1[C:3]([F:9])=[N:4][C:5](F)=[N:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]1[CH:18]=[C:19]([OH:23])[CH:20]=[CH:21][CH:22]=1.O>C(#N)C>[F:1][C:2]1[CH:7]=[N:6][C:5]([O:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([F:16])[CH:18]=2)=[N:4][C:3]=1[F:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 97433-FluorophenolHCID 11430Potassium CarbonateHCID 127973072,4,5-Trifluoropyrimidine

Produkt 1

HCID 234439225,6-Difluoro-(3-fluorophenoxy)-pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
10 °C

Versuchsvorschrift

11.38 g (0.085 mol) of trifluoropyrimidine are dissolved in 240 ml of acetonitrile and admixed with 15.26 g (0.11 mol) of potassium carbonate, and the mixture is cooled to 10° C. Under argon, a solution of 9.52 g (0.085 mol) of 3-fluorophenol in 80 ml of acetonitrile is added dropwise. The mixture is then stirred under argon, without further cooling, for another 18 hours. The mixture is poured into 1 litre of water and extracted three times with in each case 150 ml of ethyl acetate, and the organic phase is dried over sodium sulphate and concentrated under reduced pressure. The residue is subjected to kugelrohr distillation. This gives 15.2 g (79.1% of theory) of 5,6-difluoro-(3-fluorophenoxy)-pyrimidine of boiling point 95° C. at 0.5 mbar.

Aufarbeitung

  1. extractionextracted three times with in each case 150 ml of ethyl acetate
  2. dry with materialthe organic phase is dried over sodium sulphate
  3. concentrationconcentrated under reduced pressure
  4. distillationdistillation

Quellen und Nachweise

ORD-Eintrag
ord-d32f779d34df45009dd0456ed55a88ee
Quelldatensatz
uspto-grants-2004_01
Patentnummer
US06683029B1

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