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1H-1,2,4-Triazole → 1-(4-Chlorophenoxy)-3,3-dimethyl-4-fluoro-1-(1,2,4-triazol-1-yl)-2-butanone

HRID 851128
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 851128
Br[CH:2]([O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1)[C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][F:6].[NH:18]1[CH:22]=[N:21][CH:20]=[N:19]1>CC(C)=O>[Cl:17][C:14]1[CH:15]=[CH:16][C:11]([O:10][CH:2]([N:18]2[CH:22]=[N:21][CH:20]=[N:19]2)[C:3](=[O:9])[C:4]([CH3:8])([CH3:7])[CH2:5][F:6])=[CH:12][CH:13]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 92571H-1,2,4-TriazoleHCID 204785111-Bromo-1-(4-chlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone

Produkt 1

HCID 205026601-(4-Chlorophenoxy)-3,3-dimethyl-4-fluoro-1-(1,2,4-triazol-1-yl)-2-butanoneAusbeute 89,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel2×

Versuchsvorschrift

87 g (0.27 mol) of 1-bromo-1-(4-chlorophenoxy)-3,3-dimethyl-4-fluoro-butan-2-one were dissolved in 200 ml of acetone and the solution was added dropwise to a boiling solution of 46 g (0.66 mol) of 1,2,4-triazole in 200 ml of acetone. After heating the mixture under reflux for one hour, the solvent was removed in vacuo, the residue was taken up in methylene chloride, the methylene chloride mixture was washed several times with water and the organic phase was dried over sodium sulphate. After removing the solvent in vacuo, the residue was crystallized with petroleum ether. 75 g (89% of theory) of 1-(4-chlorophenoxy)-3,3-dimethyl-4-fluoro-1-(1,2,4-triazol-1-yl)-butan-2-one of melting point 60°-63° C. were obtained.

Aufarbeitung

  1. temperatureAfter heating the mixture
  2. temperatureunder reflux for one hour
  3. customthe solvent was removed in vacuo
  4. washthe methylene chloride mixture was washed several times with water
  5. dry with materialthe organic phase was dried over sodium sulphate
  6. customAfter removing the solvent in vacuo
  7. customthe residue was crystallized with petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-9e43d6cc87bc4e41b4e602888c266046
Quelldatensatz
uspto-grants-1983_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04382944

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