반응 #2487421

반응 방정식

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

용매

water

toluene

dioxane

반응 조건

후처리

1. 1
   기타degassed
2. 2
   온도the mixture is refluxed for 60 h
3. 3
   온도After cooling
4. 4
   기타the organic phase is separated off
5. 5
   세척washed three times with 200 ml of water
6. 6
   건조once with 200 ml of saturated aqueous sodium chloride solution and subsequently dried over magnesium sulfate
7. 7
   여과After the desiccant has been filtered off
8. 8
   기타the organic phase is evaporated to dryness under reduced pressure in a rotary evaporator
9. 9
   기타The grey residue obtained in this way
10. 10
    기타is recrystallised from dioxane
11. 11
    여과The deposited crystals are filtered off with suction
12. 12
    세척washed with 50 ml of ethanol
13. 13
    기타subsequently dried under reduced pressure

실험 절차

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.

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