تفاعل #1885004

معادلة التفاعل

o-tolylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

2,2″-dimethyl-2′-nitro-p-terphenyl

المذيبات

water

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىdegassed
2. 2
   درجة الحرارةthe mixture is heated
3. 3
   درجة الحرارةunder reflux for 20 h
4. 4
   درجة الحرارةAfter cooling
5. 5
   أخرىthe organic phase is separated off
6. 6
   غسيلwashed three times with 200 ml of water
7. 7
   تجفيفonce with 200 ml of saturated, aqueous sodium chloride solution, dried over magnesium sulfate
8. 8
   أخرىevaporated to dryness in vacuo in a rotary evaporator
9. 9
   أخرىThe grey residue is recrystallised from hexane
10. 10
    ترشيحThe deposited crystals are filtered off with suction
11. 11
    غسيلwashed with a little MeOH
12. 12
    أخرىdried in vacuo

الإجراء التجريبي

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.

المصدر