Reaktion #4223

ord-31a19b8bc9484cb78d47d71464d3b4e3

Reaktionsgleichung

CC(C)(C)C1(CCc2ccc(Cl)cc2)CO1
2-(4-chlorophenylethyl)-2-tert.-butyl-oxirane
c1nc[nH]n1
1,2,4-triazole
CC(C)(C)C(O)(CCc1ccc(Cl)cc1)Cn1cncn1
1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentane-3-ol
Ausbeute 53.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    Einengenwas concentrated
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in ether
  4. 4
    Waschenthe solution was washed three times with water
  5. 5
    Trocknenonce with sodium chloride solution, dried over sodium sulphate
  6. 6
    Einengenconcentrated
  7. 7
    SonstigeThe residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1)

Vorschrift

A solution of 17.9 g (0.075 mole) of 2-(4-chlorophenylethyl)-2-tert.-butyl-oxirane and 6.9 g (0.1 mole) of 1,2,4-triazole in 30 ml of ethanol was heated in a bomb tube at 150° C. for 20 hours. The reaction solution was allowed to cool and was concentrated. The residue was dissolved in ether and the solution was washed three times with water and once with sodium chloride solution, dried over sodium sulphate and concentrated. The residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1). 12.3 g (53.2% of theory) of 1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentane-3-ol were obtained as a viscous oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04723984uspto-grants-1988_02