Реакция #1176

Уравнение реакции

4-phenoxyphenol

1-(2-chloroethyl)-pyrrolidine HCl

Et2O

water

→

brown oil

Выход 92.9%

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

Выход 92.9%

Растворители

DMF

Условия реакции

Обработка

1. 1
   ТемператураThe solution was cooled
2. 2
   Промывкаthe ether layer washed with water and brine
3. 3
   Сушкаdried over Na2SO4
4. 4
   Концентрированиеconcentrated in vacuo

Методика

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:

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