Reacción #1857544

ord-81819ec5bb3a40008e2b5919bcd1f621

Ecuación de reacción

[H-].[Na+]
Sodium hydride
CC(O)(Cn1cncn1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol
BrCc1ccccc1
benzylbromide
CC(Cn1cncn1)(OCc1ccccc1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
desired compound
Rendimiento 68.9%
CC(Cn1cncn1)(OCc1ccccc1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
1-[2-benzyloxy-2-[2-chloro-4-(4-chlorophenoxy)phenyl]propyl]-1,2,4-triazole
Rendimiento 68.9%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturaat reflux
  2. 2
    Extracciónthe mixture was extracted with dichloro methane (3×)
  3. 3
    OtroThe combined organic phases were dried
  4. 4
    Filtraciónfiltered through a silica plug
  5. 5
    Otroevaporated
  6. 6
    OtroThe crude product was purified by column chromatography

Procedimiento

Sodium hydride (0.04 g) was added to a solution of 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)propan-2-ol (0.5 g) in THF (15 mL). After 30 min benzylbromide (0.27 g) was added and the mixture was stirred for 18 h at reflux. Brine was added and the mixture was extracted with dichloro methane (3×). The combined organic phases were dried, filtered through a silica plug and evaporated. The crude product was purified by column chromatography to yield 0.43 g of the desired compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09247746B2uspto-grants-2016_02