反应 #2320134

反应方程式

2-(3-bromophenyl)-5-methylpyridine

3-fluorophenylboronic acid

triphenylphosphine

sodium carbonate

→

2-(3′-fluorobiphenyl-3-yl)pyridine

溶剂

water

dimethoxyethane

ethyl acetate

反应条件

后处理

1. 1
   其他three-necked round bottom flask equipped with a stir bar
2. 2
   温度The solution was heated
3. 3
   温度at reflux for twenty hours
4. 4
   温度cooled
5. 5
   其他The organic layer was separated
6. 6
   干燥dried over magnesium sulfate
7. 7
   其他evaporated to dryness
8. 8
   其他to give a brown liquid, which
9. 9
   其他was purified by flash silica gel chromatography
10. 10
    其他yielding a viscous, colorless liquid (12.5 g 80%)

实验过程

To a 500 mL. three-necked round bottom flask equipped with a stir bar, temperature probe, and a nitrogen inlet were added 2-(3-bromophenyl)-5-methylpyridine (14.7 g, 60 mmol), 3-fluorophenylboronic acid (10.0 g, 72 mmol), palladium (II) acetate (0.335 g, 1.5 mmol), triphenylphosphine (1.56 g, 6.0 mmol), sodium carbonate (17.0 g, 160 mmol), containing dimethoxyethane (120 mL.) and water (80 mL.). The solution was heated at reflux for twenty hours, cooled, and diluted with ethyl acetate. The organic layer was separated, dried over magnesium sulfate, and evaporated to dryness to give a brown liquid, which was purified by flash silica gel chromatography using a 5/95 to 10/90 ethyl acetate/hexane gradient, yielding a viscous, colorless liquid (12.5 g 80%).

来源