Reaktion #1176

Reaktionsgleichung

4-phenoxyphenol

1-(2-chloroethyl)-pyrrolidine HCl

Et2O

water

→

brown oil

Ausbeute 92.9%

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

Ausbeute 92.9%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was cooled
2. 2
   Waschenthe ether layer washed with water and brine
3. 3
   Trocknendried over Na2SO4
4. 4
   Einengenconcentrated in vacuo

Vorschrift

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:

Quelle