반응 #1176

ord-64836a6fca744252ac2345f2b4e4762d

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도The solution was cooled
  2. 2
    세척the ether layer washed with water and brine
  3. 3
    건조dried over Na2SO4
  4. 4
    농축concentrated in vacuo

실험 절차

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:

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05723492uspto-grants-1998_03