反応 #1885004

反応方程式

o-tolylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

2,2″-dimethyl-2′-nitro-p-terphenyl

溶媒

water

THF

反応条件

後処理

1. 1
   その他degassed
2. 2
   温度the mixture is heated
3. 3
   温度under reflux for 20 h
4. 4
   温度After cooling
5. 5
   その他the organic phase is separated off
6. 6
   洗浄washed three times with 200 ml of water
7. 7
   乾燥once with 200 ml of saturated, aqueous sodium chloride solution, dried over magnesium sulfate
8. 8
   その他evaporated to dryness in vacuo in a rotary evaporator
9. 9
   その他The grey residue is recrystallised from hexane
10. 10
    ろ過The deposited crystals are filtered off with suction
11. 11
    洗浄washed with a little MeOH
12. 12
    その他dried in vacuo

実験手順

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.

出典