Phosphorus oxychloride → 2-Chloro-4-(4-fluorobenzoyl)-pyridine

HRID 65532

Reaktionsgleichung

Reaktionsgleichung von HRID 65532
[F:1][C:2]1[CH:16]=[CH:15][C:5]([C:6]([C:8]2[CH:13]=[CH:12][N+:11]([O-])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:19]>>[Cl:19][C:12]1[CH:13]=[C:8]([C:6](=[O:7])[C:5]2[CH:15]=[CH:16][C:2]([F:1])=[CH:3][CH:4]=2)[CH:9]=[CH:10][N:11]=1

Komponenten

3

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 541432034-(4-fluorobenzoyl)-pyridine N-oxide

Produkt 1

HCID 201457102-Chloro-4-(4-fluorobenzoyl)-pyridine

Versuchsvorschrift

0.88 g 4-(4-fluorobenzoyl)-pyridine N-oxide and 50 ml POCl3 are refluxed for 2 hrs. Excess POCl3 is distilled at normal pressure. The crude is treated with slightly alkaline cold water and then extracted with methylene chloride. Working as usual affords 0.80 g of title product, identical with that obtained by the Friedel-Crafts process (see Ex. 3d).

Aufarbeitung

  1. distillationExcess POCl3 is distilled at normal pressure
  2. additionThe crude is treated with slightly alkaline cold water
  3. extractionextracted with methylene chloride

Quellen und Nachweise

ORD-Eintrag
ord-b36102e79113467b91a9a346fad3538f
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04614833

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