Reaktion #1885006

Reaktionsgleichung

1-naphthylboronic acid

2,5-dibromonitrobenzene

potassium carbonate

→

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

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
    Sonstigesubsequently dried in vacuo

Vorschrift

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.

Quelle