Réaction #1176

Équation de réaction

4-phenoxyphenol

1-(2-chloroethyl)-pyrrolidine HCl

Et2O

water

→

brown oil

Rendement 92.9%

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

Rendement 92.9%

Solvants

DMF

Conditions de réaction

Traitement

1. 1
   TempératureThe solution was cooled
2. 2
   Lavagethe ether layer washed with water and brine
3. 3
   Séchagedried over Na2SO4
4. 4
   Concentrationconcentrated in vacuo

Mode opératoire

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:

Source