1H-1,2,4-Triazole → 1-(4-Chlorophenyl)-3-(1,2,4-triazol-1-yl)-2-propanol

HRID 2107065

Reaktionsgleichung

Reaktionsgleichung von HRID 2107065
C(=O)([O-])[O-].[K+].[K+].[NH:7]1[CH:11]=[N:10][CH:9]=[N:8]1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH:20]2[O:22][CH2:21]2)=[CH:15][CH:14]=1>C(#N)C>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH:20]([OH:22])[CH2:21][N:7]2[CH:11]=[N:10][CH:9]=[N:8]2)=[CH:17][CH:18]=1

Komponenten

5

Edukt 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 148012Oxirane, 2-((4-chlorophenyl)methyl)-

Produkt 1

HCID 230476741-(4-Chlorophenyl)-3-(1,2,4-triazol-1-yl)-2-propanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a suspension of potassium carbonate (8.14 g) and 1,2,4-triazole (8.14 g) in acetonitrile (100 ml) was added 1-(4-chlorophenyl)-2,3-epoxypropane (9.0 g), and the resulting suspension was heated to 70° for 4.5 h. The excess acetonitrile was evaporated under reduced pressure, and the residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and dried, and the solvent was evaporated to give a colourless oil. Purification by column chromatography on silica, eluting with chloroform/methanol, 95:5 by volume, gave 1-(4-chlorophenyl)-3-(1,2,4-triazol-1-yl)-2-propanol as a colourless oil which crystallised on standing, m.p. 104°-6°.

Aufarbeitung

  1. temperaturethe resulting suspension was heated to 70° for 4.5 h
  2. customThe excess acetonitrile was evaporated under reduced pressure
  3. customthe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. washwashed with water
  6. customdried
  7. customthe solvent was evaporated
  8. customto give a colourless oil
  9. customPurification by column chromatography on silica
  10. washeluting with chloroform/methanol, 95:5 by volume

Quellen und Nachweise

ORD-Eintrag
ord-84fc1dc50ae94feab1ac728387b645d9
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04933357

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