반응 #1885004

반응 방정식

o-tolylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

2,2″-dimethyl-2′-nitro-p-terphenyl

용매

water

THF

반응 조건

후처리

1. 1
   기타degassed
2. 2
   온도the mixture is heated
3. 3
   온도under reflux for 20 h
4. 4
   온도After cooling
5. 5
   기타the organic phase is separated off
6. 6
   세척washed three times with 200 ml of water
7. 7
   건조once with 200 ml of saturated, aqueous sodium chloride solution, dried over magnesium sulfate
8. 8
   기타evaporated to dryness in vacuo in a rotary evaporator
9. 9
   기타The grey residue is recrystallised from hexane
10. 10
    여과The deposited crystals are filtered off with suction
11. 11
    세척washed with a little MeOH
12. 12
    기타dried in vacuo

실험 절차

5.46 g (4.7 mmol) of Pd(PPh3)4 are added to a well-stirred, degassed suspension of 155 g (1140 mmol) of o-tolylboronic acid, 133.4 g (474.9 mmol) of 2,5-dibromonitrobenzene and 305.3 g (1435 mmol) of potassium carbonate in a mixture of 250 ml of water and 250 ml of THF, and the mixture is heated under reflux for 20 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, dried over magnesium sulfate and evaporated to dryness in vacuo in a rotary evaporator. The grey residue is recrystallised from hexane. The deposited crystals are filtered off with suction, washed with a little MeOH and dried in vacuo; yield: 50.5 g, 97% of theory; purity: 99.2% according to HPLC.

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