Water → 3-(2,4-Dichlorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole

HRID 2182814

Reaktionsgleichung

Reaktionsgleichung von HRID 2182814
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:13]=[C:12]([OH:14])[N:11]([CH3:15])[N:10]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH:23]([F:25])[F:24].O>CC(N(C)C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:13]=[C:12]([O:14][CH:23]([F:25])[F:24])[N:11]([CH3:15])[N:10]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6372ChlorodifluoromethaneHCID 11430Potassium CarbonateHCID 178481735HCID 178481735, Verbindung

Produkt 1

HCID 156723613-(2,4-Dichlorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazoleAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

9 g of 3-(2,4-dichlorophenyl)-5-hydroxy-1-methyl-1H-pyrazole from Example 4.1 were initially charged in 50 ml of dimethylacetamide, and 5.4 g of potassium carbonate were added. The mixture was heated at 90° C., and 48 g of gaseous chlorodifluoromethane were introduced over a period of 1 h. The mixture was poured into 800 ml of water and extracted twice with 300 ml of MTBE, and the combined organic phases were extracted once with 100 ml of water and once with 100 ml of saturated sodium chloride solution. Drying and concentration of the organic phase gave 10.2 g of 3-(2,4-dichlorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole of a purity of 56% (yield 50.2%, based on the title compound), which was purified further by vacuum distillation.

Aufarbeitung

  1. extractionextracted twice with 300 ml of MTBE
  2. extractionthe combined organic phases were extracted once with 100 ml of water and once with 100 ml of saturated sodium chloride solution
  3. customDrying

Quellen und Nachweise

ORD-Eintrag
ord-c8355fcfd6ab4689a919a179a6e43e1a
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897322B2

Verknüpfte Notizen

Wird geladen…