Реакция #4223

ord-31a19b8bc9484cb78d47d71464d3b4e3

Уравнение реакции

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
Выход 53.3%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураto cool
  2. 2
    Концентрированиеwas concentrated
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in ether
  4. 4
    Промывкаthe solution was washed three times with water
  5. 5
    Сушкаonce with sodium chloride solution, dried over sodium sulphate
  6. 6
    Концентрированиеconcentrated
  7. 7
    ДругоеThe residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1)

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04723984uspto-grants-1988_02