Reaktion #1885004

Reaktionsgleichung

o-tolylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

2,2″-dimethyl-2′-nitro-p-terphenyl

Lösungsmittel

water

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigedegassed
2. 2
   Temperaturthe mixture is heated
3. 3
   Temperaturunder reflux for 20 h
4. 4
   TemperaturAfter cooling
5. 5
   Sonstigethe organic phase is separated off
6. 6
   Waschenwashed three times with 200 ml of water
7. 7
   Trocknenonce with 200 ml of saturated, aqueous sodium chloride solution, dried over magnesium sulfate
8. 8
   Sonstigeevaporated to dryness in vacuo in a rotary evaporator
9. 9
   SonstigeThe grey residue is recrystallised from hexane
10. 10
    FiltrationThe deposited crystals are filtered off with suction
11. 11
    Waschenwashed with a little MeOH
12. 12
    Sonstigedried in vacuo

Vorschrift

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.

Quelle