Water → 2-(1,2,4-Triazol-1-yl)-3-phenyl-4'-chlorobutyrophenone

HRID 25962

Reaktionsgleichung

Reaktionsgleichung von HRID 25962
[N:1]1([CH2:6][C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[O:8])[CH:5]=[N:4][CH:3]=[N:2]1.[H-].[Na+].[CH3:18][CH:19](Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>CN(C)C=O>[N:1]1([CH:6]([CH:19]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH3:18])[C:7]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)=[O:8])[CH:5]=[N:4][CH:3]=[N:2]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 12648(1-Chloroethyl)benzeneHCID 24758Sodium hydrideHCID 7164721-(4-Chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one

Produkt 1

HCID 213260662-(1,2,4-Triazol-1-yl)-3-phenyl-4'-chlorobutyrophenone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-(1,2,4-Triazol-1-yl)-4'-chloroacetophenone (0.01 mol) was dissolved in dimethylformamide (5.0 ml) at room temperature and treated with sodium hydride (0.01 mol). When the reaction was complete (3 hours), the mixture was cooled to 0° and α-methylbenzyl chloride (0.01 mol) was added dropwise with stirring. After stirring at room temperature for 20 hours, the mixture was poured into water and the product filtered off. Recrystallisation from chloroform/petroleum ether (60°-80°) gave the title compound as a colourless crystalline solid, m.p. 163°-5°.

Aufarbeitung

  1. custom(3 hours)
  2. temperaturethe mixture was cooled to 0°
  3. stirringAfter stirring at room temperature for 20 hours
  4. filtrationthe product filtered off
  5. customRecrystallisation from chloroform/petroleum ether (60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-44df194a82344c0692ea99da4c9c4b5d
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04147793

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