Réaction #62967

Équation de réaction

5-bromo-1-pentene

KOH

ethanol

4-hydroxy-4'-nitrobiphenyl

→

4-(4-Penteneoxy)-4'-nitrobiphenyl

Solvants

water

Conditions de réaction

Traitement

1. 1
   Températurethe mixture heated to reflux
2. 2
   Températureat reflux temperatures
3. 3
   workup.ADDITIONis added
4. 4
   Températurethe reaction medium is heated
5. 5
   Températureat reflux temperature for about 15 hours
6. 6
   AutreEthanol is removed under vacuum from the cooled mixture
7. 7
   Filtrationfiltered
8. 8
   Lavagewashed with water, and air
9. 9
   Autredried
10. 10
    AutreThe product then is recrystallized from 90/10 hexane/toluene, mp 74°-76° C.

Mode opératoire

To 400 ml ethanol is added 21.5 g of 4-hydroxy-4'-nitrobiphenyl, and the mixture heated to reflux. A solution of 7.1 g KOH in 30 ml of water is added dropwise at reflux temperatures. After complete addition, 18 g of 5-bromo-1-pentene is added and the reaction medium is heated at reflux temperature for about 15 hours. Ethanol is removed under vacuum from the cooled mixture, and the solid residue is slurried with water in a blender, filtered, washed with water, and air dried. The product then is recrystallized from 90/10 hexane/toluene, mp 74°-76° C.

Source