تفاعل #1885005

معادلة التفاعل

1-naphthylboronic acid

4-bromo-2-nitrobiphenyl

potassium carbonate

→

4-naphth-1-yl-2-nitrobiphenyl

المذيبات

water

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىdegassed
2. 2
   درجة الحرارةthe mixture is heated
3. 3
   درجة الحرارةunder reflux for 17 h
4. 4
   درجة الحرارةAfter cooling
5. 5
   أخرىthe organic phase is separated off
6. 6
   غسيلwashed three times with 400 ml of water
7. 7
   تجفيفonce with 400 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

1.62 g (1.40 mmol) of Pd(PPh3)4 are added to a well-stirred, degassed suspension of 46 g (268 mmol) of 1-naphthylboronic acid, 71 g (255.3 mmol) of 4-bromo-2-nitrobiphenyl and 93 g (433.9 mmol) of potassium carbonate in a mixture of 700 ml of water and 700 ml of THF, and the mixture is heated under reflux for 17 h. After cooling, the organic phase is separated off, washed three times with 400 ml of water and once with 400 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: 83.1 g, 97.9% of theory; purity: 99.0% according to HPLC.

المصدر