反应 #66033

反应方程式

1-Bromo-4-methoxynaphthalene

4-(naphthalen-2-yl)phenylboronic acid

potassium carbonate

water

→

product

收率 68.6%

1-methoxy-4-{4-(naphthalen-2-yl)phenyl}naphthalene

收率 68.6%

溶剂

toluene

tetrahydrofuran

反应条件

后处理

1. 1
   温度under reflux
2. 2
   其他After completion of the reaction
3. 3
   萃取extracted with ethyl acetate (300 mL) and water (1000 mL)
4. 4
   干燥The organic layer was dried with magnesium sulfate
5. 5
   浓缩concentrated under reduced pressure
6. 6
   workup.DISSOLUTIONThe resulting solid was dissolved in hot toluene (400 mL)
7. 7
   过滤filtered
8. 8
   其他The filtrate was recrystallized in methanol (800 mL)
9. 9
   过滤The resultant solid was filtered
10. 10
    洗涤washed with hexane (300 mL)

实验过程

1-Bromo-4-methoxynaphthalene (25 g, 0.105 mol), 4-(naphthalen-2-yl)phenylboronic acid (30.4 g, 0.137 mol), potassium carbonate (21.9 g, 0.16 mol), tetrakis(triphenylphosphine)palladium(0) (2.4 g, 0.01 mol), water (25 mL), tetrahydrofuran (75 mL) and toluene (75 mL) were stirred in a 250 mL round-bottom flask for 12 hours under reflux. After completion of the reaction, the reaction mixture was cooled to room temperature and extracted with ethyl acetate (300 mL) and water (1000 mL). The organic layer was dried with magnesium sulfate and concentrated under reduced pressure. The resulting solid was dissolved in hot toluene (400 mL) and filtered. The filtrate was recrystallized in methanol (800 mL). The resultant solid was filtered and washed with hexane (300 mL) to obtain a product (26 g, 0.072 mol, 68.4%).

来源