تفاعل #1885006

معادلة التفاعل

1-naphthylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

1-nitro-2,5-dinaphth-1-ylbenzene

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
    أخرىsubsequently dried in vacuo

الإجراء التجريبي

2.4 g (2.1 mmol) of Pd(PPh3)4 are added to a well-stirred, degassed suspension of 67.8 g (190 mmol) of 1-naphthylboronic acid, 53.3 g (190 mmol) of 2,5-dibromonitrobenzene and 137.9 g (648.5 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 subsequently dried in vacuo; yield: 86.1 g, 71% of theory; purity: 98.4% according to HPLC.

المصدر