1-(4-Chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one → 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-ol

HRID 1074894

Reaktionsgleichung

Reaktionsgleichung von HRID 1074894
[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.[BH4-].[Na+]>CO>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([CH:7]([OH:8])[CH2:6][N:1]2[CH:5]=[N:4][CH:3]=[N:2]2)=[CH:10][CH:11]=1

Komponenten

4

Edukt 2

HCID 7164721-(4-Chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-oneHCID 4311764Sodium borohydride

Produkt 1

HCID 5580621-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A suspension of α-1,2,4-triazol-1-yl-p-chloroacetophenone (4 g) in methanol (12 ml) was treated with sodium borohydride (0.5 g) with cooling and stirring. The mixture was then left at room temperature for 0.5 hour and refluxed for 1 hour. The methanol was removed under reduced pressure and water (25 ml) was added followed by dilute hydrochloric acid (10 ml). The white solid was filtered, washed with water and dried. Crystallisation from ethyl acetate-petroleum ether (60°-80°) gave the title compound as a white crystalline solid. Analysis:

Aufarbeitung

  1. temperaturewith cooling
  2. temperaturerefluxed for 1 hour
  3. customThe methanol was removed under reduced pressure and water (25 ml)
  4. additionwas added
  5. filtrationThe white solid was filtered
  6. washwashed with water
  7. customdried
  8. customCrystallisation from ethyl acetate-petroleum ether (60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-aec6030bdd3e4464948156ea7dbc710f
Quelldatensatz
uspto-grants-1983_07
Patentnummer
US04394380

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