Chlorodifluoromethane → HCID 11357876, Verbindung

HRID 2182809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2182809
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([OH:13])[N:10]([CH3:14])[N:9]=2)=[C:4]([F:15])[CH:3]=1.[OH-].[Na+].Cl[CH:19]([F:21])[F:20]>O1CCOCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([O:13][CH:19]([F:21])[F:20])[N:10]([CH3:14])[N:9]=2)=[C:4]([F:15])[CH:3]=1

Komponenten

6

Edukt 3

HCID 6372ChlorodifluoromethaneHCID 14798Sodium HydroxideHCID 178481736HCID 178481736, Verbindung

Produkt 1

HCID 11357876HCID 11357876, VerbindungAusbeute 82,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

57.1 g of 3-(4-chloro-2-fluorophenyl)-5-hydroxy-1-methyl-1H-pyrazole from Example 2.1 were initially charged in 500 ml of dioxane. A solution of 18.8 g of NaOH in 50 ml of H2O was added, the mixture was heated at reflux and 85 g (0.98 mol=3.9 eq.) of gaseous chlorodifluoromethane were introduced. The mixture was poured into 1.5 l of water and extracted twice with 500 ml of MTBE, and the combined organic phases were extracted once with 500 ml of water and once with 500 ml of saturated sodium chloride solution. Drying and concentration of the organic phase gave 57.6 g of 53% pure 3-(4-chloro-2-fluorophenyl)-5-difluoromethoxy-1-methyl-1H-pyrazole as an oil which was purified further by vacuum distillation. This gave the title compound in a purity of 94% in a yield of 43.8%.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux
  3. extractionextracted twice with 500 ml of MTBE
  4. extractionthe combined organic phases were extracted once with 500 ml of water and once with 500 ml of saturated sodium chloride solution
  5. customDrying

Quellen und Nachweise

ORD-Eintrag
ord-fa01c0f2003140dd8048afef86c570cf
Quelldatensatz
uspto-grants-2005_05
Patentnummer
US06897322B2

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