Reacción #4223

Ecuación de reacción

2-(4-chlorophenylethyl)-2-tert.-butyl-oxirane

1,2,4-triazole

→

1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentane-3-ol

Rendimiento 53.3%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool
2. 2
   Concentraciónwas concentrated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in ether
4. 4
   Lavadothe solution was washed three times with water
5. 5
   Secadoonce with sodium chloride solution, dried over sodium sulphate
6. 6
   Concentraciónconcentrated
7. 7
   OtroThe residue was chromatographed over a silica gel column (mobile phase: methylene chloride/ethyl acetate 1:1)

Procedimiento

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.

Fuente