Reaktion #1596953

Reaktionsgleichung

bromodibenzofuran

Compound 16-1

bromodibenzofuran

pyrazole

salicylaldoxime

cesium carbonate

→

Compound 17-1

Ausbeute 78.0%

Pyrazolyldibenzofuran

Ausbeute 78.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeis reacted
2. 2
   Temperaturunder reflux
3. 3
   Temperaturwith heating for 6 hours
4. 4
   workup.DISTILLATIONDMF is distilled off from the resulting mixture
5. 5
   Temperaturby heating under reduced pressure
6. 6
   workup.ADDITIONEthyl acetate is added to the residue
7. 7
   Filtrationthe mixture is filtered with Celite
8. 8
   workup.ADDITIONa 1M sodium hydroxide aqueous solution is added to the obtained liquid
9. 9
   ExtraktionOrganic layers extracted from the obtained mixture with ethyl acetate
10. 10
    Trocknenare dried with sodium sulfate
11. 11
    EinengenThe organic layers are concentrated

Vorschrift

Under nitrogen current, a mixture containing 12.35 g (50 mmol) of bromodibenzofuran (Compound 16-1), 5.11 g (75 mmol) of pyrazole, 358 mg (2.5 mmol) of cuprous oxide (I), 1.37 g (10 mmol) of salicylaldoxime, 32.6 g (100 mmol) of cesium carbonate, and 100 ml of DMF is reacted under reflux with heating for 6 hours. DMF is distilled off from the resulting mixture by heating under reduced pressure. Ethyl acetate is added to the residue and the mixture is filtered with Celite, and a 1M sodium hydroxide aqueous solution is added to the obtained liquid. Organic layers extracted from the obtained mixture with ethyl acetate are dried with sodium sulfate. The organic layers are concentrated and refined by silica gel column chromatography to obtain 9.12 g (39 mmol) of Compound 17-1.

Quelle