Reaktion #5640

Reaktionsgleichung

4,7-dichloroquinoline

4-fluorophenol

4-pyrrolidinopyridine

→

product

4-(4-Fluorophenoxy)-7-chloroquinoline

Lösungsmittel

xylene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a 50 mL flask equipped with a condenser
2. 2
   Sonstigedrying tube
3. 3
   TemperaturThe reaction mixture was heated
4. 4
   Temperaturto reflux
5. 5
   Sonstigereaction progress
6. 6
   Temperaturthe mixture was cooled
7. 7
   Waschenwashed with 50 mL of 5 N NaOH
8. 8
   ExtraktionThe caustic layer was extracted with 3×20 mL of diethyl ether
9. 9
   Trocknendried over Na2SO4
10. 10
    SonstigeRemoval of the solvent

Vorschrift

To a 50 mL flask equipped with a condenser, drying tube and thermometer, was added 1.98 g (0.01 moles) of 4,7-dichloroquinoline, 1.57 g (0.0014 moles) of 4-fluorophenol, 0.22 g (0.0015 moles) of 4-pyrrolidinopyridine and 20 mL of xylene. The reaction mixture was heated to reflux and reaction progress was monitored by TLC. After 18 hr, the mixture was cooled and washed with 50 mL of 5 N NaOH. The caustic layer was extracted with 3×20 mL of diethyl ether. The xylene and the ether layers were combined and dried over Na2SO4. Removal of the solvent provided 2.49 g (91 percent yield) of product, mp=88°-91° C.

Quelle