Allyl bromide → 1-(2-Fluoro-4-chloro-5-allyloxyphenyl)-3,4,5-trimethylpyrazole

HRID 580261Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580261
[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([CH3:16])[C:12]([CH3:17])=[N:11]1.[CH2:18](Br)[CH:19]=[CH2:20].C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[F:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9][CH2:20][CH:19]=[CH2:18])=[CH:4][C:3]=1[N:10]1[C:14]([CH3:15])=[C:13]([CH3:16])[C:12]([CH3:17])=[N:11]1

Komponenten

5

Edukt 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 137982331-(2-Fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazole

Produkt 1

HCID 137982731-(2-Fluoro-4-chloro-5-allyloxyphenyl)-3,4,5-trimethylpyrazoleAusbeute 97,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of 1-(2-fluoro-4-chloro-5-hydroxyphenyl)-3,4,5-trimethylpyrazole (25.5 g), allyl bromide (13.3 g), anhydrous potassium carbonate (14.5 g) and acetonitrile (150 ml) was heated under reflux, with stirring for 3 hours. After cooling, the reaction mixture was filtered through a filter to remove the inorganic salts therefrom and the filtrate was concentrated to a small volume under reduced pressure, affording the titled compound (28.7 g) as a pale brown crystalline solid. Recrystallization of this solid from cyclohexane yielded a white crystalline solid. m.p. 97°-99° C.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux
  3. temperatureAfter cooling
  4. filtrationthe reaction mixture was filtered through
  5. filtrationa filter
  6. customto remove the inorganic salts
  7. concentrationthe filtrate was concentrated to a small volume under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1d1d2e107bcd4aa8bc568ea5c96b3a86
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04752326

Notizen zur Reaktion

Wird geladen…