反应 #2487421

反应方程式

tri-o-tolylphosphine

4-trimethylsilyinaphth-1-ylboronic acid

9-(4-methylnaphth-1-yl)anthracene

tripotassium phosphate

→

9-(4-methylnaphth-1-yl)-10-(4-trimethylsilyinaphthyl)anthracene

溶剂

water

toluene

dioxane

反应条件

后处理

1. 1
   其他degassed
2. 2
   温度the mixture is refluxed for 60 h
3. 3
   温度After cooling
4. 4
   其他the organic phase is separated off
5. 5
   洗涤washed three times with 200 ml of water
6. 6
   干燥once with 200 ml of saturated aqueous sodium chloride solution and subsequently dried over magnesium sulfate
7. 7
   过滤After the desiccant has been filtered off
8. 8
   其他the organic phase is evaporated to dryness under reduced pressure in a rotary evaporator
9. 9
   其他The grey residue obtained in this way
10. 10
    其他is recrystallised from dioxane
11. 11
    过滤The deposited crystals are filtered off with suction
12. 12
    洗涤washed with 50 ml of ethanol
13. 13
    其他subsequently dried under reduced pressure

实验过程

1.78 g (5.6 mmol) of tri-o-tolylphosphine and 0.2 g (0.9 mmol) of palladium acetate are added to a vigorously stirred, degassed suspension of 22.8 g (93.3 mmol) of 4-trimethylsilyinaphth-1-ylboronic acid, 37.4 g (93.3 mmol) of 9-(4-methylnaphth-1-yl)anthracene and 90 g (230 mmol) of tripotassium phosphate in a mixture of 575 ml of water, 100 ml of dioxane and 860 ml of toluene, and the mixture is refluxed for 60 h. After cooling, the organic phase is separated off, washed three times with 200 ml of water and once with 200 ml of saturated aqueous sodium chloride solution and subsequently dried over magnesium sulfate. After the desiccant has been filtered off, the organic phase is evaporated to dryness under reduced pressure in a rotary evaporator. The grey residue obtained in this way is recrystallised from dioxane. The deposited crystals are filtered off with suction, washed with 50 ml of ethanol and subsequently dried under reduced pressure; yield: 38 g, 79% of theory; purity: 99.9% according to HPLC.

来源