Reacción #82143

ord-90f2201b01fd4803b47ce102150f4fd9

Ecuación de reacción

C=CCNc1ccccc1
N-Allylphenylamine
CCCCCBr
bromopentane
[Na+].[OH-]
sodium hydroxide
C=CCN(CCCCC)c1ccccc1
N-allyl-N-pentylphenylamine
Rendimiento 56.2%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Extracciónextracted with ether (80 ml)
  2. 2
    SecadoThe extract was dried over potassium carbonate, filterd
  3. 3
    Concentraciónconcentrated in vacuum
  4. 4
    OtroThe residue was chromatographed on silica gel

Procedimiento

N-Allylphenylamine (1.95 g, 14.7 mmol) and bromopentane (2.22 g, 14.7 mmol) were stirred at 80° C. for 16 hours. After cooled to room temperature, the mixture was treated with a solution of sodium hydroxide(714 mg, 17.9 mmol) in water (1.5 ml), stirred for 30 minutes and extracted with ether (80 ml). The extract was dried over potassium carbonate, filterd and concentrated in vacuum. The residue was chromatographed on silica gel to give N-allyl-N-pentylphenylamine (1.68 g) in 56% yield as a colorless oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05621084uspto-grants-1997_04