1H-1,2,4-Triazole → HCID 14076011, Verbindung

HRID 1649622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1649622
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].[CH3:12][C:13]([C:16]1([CH2:19][CH2:20][CH2:21][O:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:18][O:17]1)([CH3:15])[CH3:14]>CN(C)C=O>[CH3:14][C:13]([CH3:15])([C:16]([CH2:18][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)([OH:17])[CH2:19][CH2:20][CH2:21][O:22][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH3:12]

Komponenten

5

Edukt 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 140760082-tert-Butyl-2-(3-phenoxypropyl)oxirane

Produkt 1

HCID 14076011HCID 14076011, VerbindungAusbeute 70,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

5.6 g (0.082 mol) of 1,2,4-triazole are added to a suspension of 11.3 g (0.082 mol) of potassium carbonate in 50 ml of dimethylformamide. 8.8 g (0.038 mol) of 2-(1,1-dimethyl-ethyl)-2-(3-phenoxypropyl)-oxirane are then added dropwise to the mixture, and the mixture is heated at 130° to 140° C. for 12 hours. After cooling to room temperature, the reaction mixture is filtered. The filtrate is concentrated under reduced pressure and the residue which remains is dissolved in methylene chloride. The organic phase is washed three times with water and, after drying, is concentrated. The residue is recrystallized from n-hexane. 8.1 g (70.3% of theory) of 2,2-dimethyl-6-phenoxy-3-(1,2,4-triazol-1-yl-methyl)-hexan-3-ol of melting point 106° C. are obtained in this manner.

Aufarbeitung

  1. temperaturethe mixture is heated at 130° to 140° C. for 12 hours
  2. filtrationthe reaction mixture is filtered
  3. concentrationThe filtrate is concentrated under reduced pressure
  4. dissolutionthe residue which remains is dissolved in methylene chloride
  5. washThe organic phase is washed three times with water
  6. customafter drying
  7. concentrationis concentrated
  8. customThe residue is recrystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-628ccf043f644d8ebd3dc5a7b0a82413
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04921529

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