Reacción #1176

Ecuación de reacción

4-phenoxyphenol

1-(2-chloroethyl)-pyrrolidine HCl

Et2O

water

→

brown oil

Rendimiento 92.9%

1-[2-(4-phenoxyphenoxy)ethyl]pyrrolidine

Rendimiento 92.9%

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was cooled
2. 2
   Lavadothe ether layer washed with water and brine
3. 3
   Secadodried over Na2SO4
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

A solution of 4-phenoxyphenol (0.56 g, 3.0 mmol), 1-(2-chloroethyl)-pyrrolidine HCl (0.51 g, 3.0 mmol) and powdered K2 CO3 (1.2 g, 8.7 mmol) in 30 mL DMF was stirred at 80°-90° C. for 15 hours. The solution was cooled, poured into Et2O and water and the ether layer washed with water and brine, dried over Na2SO4 and concentrated in vacuo to give 0.79 g of a brown oil. The crude product was flashed chromatographed on silica gel using a gradient of 2:1 hexane/EtOAc to 100% EtOAc to provide the title compound (0.65 g, 76.5%) as a light yellow oil:

Fuente