反応 #2487421

反応方程式

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

溶媒

water

toluene

dioxane

反応条件

後処理

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

実験手順

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.

出典