تفاعل #1176

ord-64836a6fca744252ac2345f2b4e4762d

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe solution was cooled
  2. 2
    غسيلthe ether layer washed with water and brine
  3. 3
    تجفيفdried over Na2SO4
  4. 4
    تركيزconcentrated in vacuo

الإجراء التجريبي

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:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723492uspto-grants-1998_03