反応 #1340561

反応方程式

Na2CO3

toluene

→

o-terphenyl

収率 40.0%

反応条件

後処理

1. 1
   温度the mixture is heated up
2. 2
   温度to reflux under nitrogen
3. 3
   温度The reaction mixture is heated
4. 4
   温度under reflux for 6 hours
5. 5
   温度cooled
6. 6
   その他the phases formed
7. 7
   その他are separated
8. 8
   抽出the water phase is extracted with dichloromethane
9. 9
   その他dried
10. 10
    その他The solvent is removed under reduced pressure
11. 11
    その他the crude product is purified by means of a short silica gel column
12. 12
    その他After purification by column chromatography (dichloromethane/hexane, 2:1)

実験手順

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.

出典