反応 #1596953

反応方程式

bromodibenzofuran

Compound 16-1

bromodibenzofuran

pyrazole

salicylaldoxime

cesium carbonate

→

Compound 17-1

収率 78.0%

Pyrazolyldibenzofuran

収率 78.0%

溶媒

DMF

反応条件

後処理

1. 1
   その他is reacted
2. 2
   温度under reflux
3. 3
   温度with heating for 6 hours
4. 4
   workup.DISTILLATIONDMF is distilled off from the resulting mixture
5. 5
   温度by heating under reduced pressure
6. 6
   workup.ADDITIONEthyl acetate is added to the residue
7. 7
   ろ過the mixture is filtered with Celite
8. 8
   workup.ADDITIONa 1M sodium hydroxide aqueous solution is added to the obtained liquid
9. 9
   抽出Organic layers extracted from the obtained mixture with ethyl acetate
10. 10
    乾燥are dried with sodium sulfate
11. 11
    濃縮The organic layers are concentrated

実験手順

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.

出典