Reaktion #574310

Reaktionsgleichung

4-chloro-8-fluoroquinoline

sodium hydride

2-(4-chlorophenyl)ethyl alcohol

→

title product

Ausbeute 11.2%

4-[2-(4-Chlorophenyl)ethoxy]-8-fluoroquinoline

Ausbeute 11.2%

Lösungsmittel

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe the mixture was heated
2. 2
   Temperaturto reflux for two hours
3. 3
   Temperaturto cool to room temperature while it
4. 4
   workup.STIRRINGwas stirred for four hours
5. 5
   FiltrationThe mixture was filtered
6. 6
   Waschenthe filter cake was washed with H2O
7. 7
   SonstigeRecrystallization from pentane/ethyl acetate

Vorschrift

To 1.2 g of sodium hydride in 50 mL of DMF was added 3.9 g of 2-(4-chlorophenyl)ethyl alcohol. The mixture was stirred at room temperature for one hour, then 4.5 g of 4-chloro-8-fluoroquinoline in 10 mL of DMF was added, the the mixture was heated to reflux for two hours. Then the mixture was allowed to cool to room temperature while it was stirred for four hours, after which it was poured into an ice/water mixture. The mixture was filtered, and the filter cake was washed with H2O. Recrystallization from pentane/ethyl acetate gave 0.840 g of the title product. Yield 11.2%. M.P. 139°-140° C.

Quelle