反応 #1176

ord-64836a6fca744252ac2345f2b4e4762d

反応方程式

Oc1ccc(Oc2ccccc2)cc1
4-phenoxyphenol
Cl.ClCCN1CCCC1
1-(2-chloroethyl)-pyrrolidine HCl
CCOCC
Et2O
O
water
c1ccc(Oc2ccc(OCCN3CCCC3)cc2)cc1
brown oil
収率 92.9%
c1ccc(Oc2ccc(OCCN3CCCC3)cc2)cc1
1-[2-(4-phenoxyphenoxy)ethyl]pyrrolidine
収率 92.9%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The solution was cooled
  2. 2
    洗浄the ether layer washed with water and brine
  3. 3
    乾燥dried over Na2SO4
  4. 4
    濃縮concentrated in vacuo

実験手順

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:

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05723492uspto-grants-1998_03