Reaktion #1340561

Reaktionsgleichung

Na2CO3

toluene

→

o-terphenyl

Ausbeute 40.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture is heated up
2. 2
   Temperaturto reflux under nitrogen
3. 3
   TemperaturThe reaction mixture is heated
4. 4
   Temperaturunder reflux for 6 hours
5. 5
   Temperaturcooled
6. 6
   Sonstigethe phases formed
7. 7
   Sonstigeare separated
8. 8
   Extraktionthe water phase is extracted with dichloromethane
9. 9
   Sonstigedried
10. 10
    SonstigeThe solvent is removed under reduced pressure
11. 11
    Sonstigethe crude product is purified by means of a short silica gel column
12. 12
    SonstigeAfter purification by column chromatography (dichloromethane/hexane, 2:1)

Vorschrift

6.4 mmol of the dibromide (VI) and 6.4 mmol of the arylboronic acid derivative (V) (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)pyridine) are dissolved in 25 ml of toluene. 0.4 mmol of Pd(PPh3)4 and 10 ml of a 4N solution of Na2CO3 are added, and the mixture is heated up to reflux under nitrogen. The reaction mixture is heated under reflux for 6 hours and cooled, the phases formed are separated, and the water phase is extracted with dichloromethane and dried. The solvent is removed under reduced pressure and the crude product is purified by means of a short silica gel column. After purification by column chromatography (dichloromethane/hexane, 2:1), the desired o-terphenyl derivative is obtained in from 40 to 50% yield.

Quelle