反応 #70064
ord-b880a6202fa14769a9dc2bf6a3a0676c
反応方程式
反応条件
後処理
- 1その他to be degassed under reduced pressure
- 2洗浄After the reflux, the organic layer of the mixture was washed with water twice
- 3抽出the aqueous layer was extracted with acetate ether
- 4洗浄washed with a saturated saline solution
- 5乾燥The obtained organic layer was dried with magnesium sulfate
- 6ろ過After the drying, the mixture was subjected to gravity filtration
- 7その他condensed
- 8その他to give an oily light brown substance
- 9その他The obtained oily substance was purified by silica gel column chromatography (a developing solvent
実験手順
5.0 g (20 mmol) of 3-bromo-9H-carbazole, 5.8 g (20 mmol) of 4-(9H-carbazol-9-yl)phenylboronic acid, and 308 mg (1.0 mmol) of tri(ortho-tolyl)phosphine were put into a 300 mL three-neck flask. The air in the flask was replaced with nitrogen. To the mixture were added 100 mL of ethyleneglycoldimethylether and 20 mL of an aqueous solution of potassium carbonate (2.0 mol/L). This mixture was stirred to be degassed under reduced pressure. After the degassing, 46 mg (0.20 mmol) of palladium(II) acetate was added the mixture. This mixture was refluxed at 90° C. for 4.5 hours. After the reflux, the organic layer of the mixture was washed with water twice, and the aqueous layer was extracted with acetate ether. The extract was combined with the organic layer and then washed with a saturated saline solution. The obtained organic layer was dried with magnesium sulfate. After the drying, the mixture was subjected to gravity filtration. The obtained filtrate was condensed to give an oily light brown substance. The obtained oily substance was purified by silica gel column chromatography (a developing solvent was a mixed solvent of hexane:toluene=1:1) to give 5.4 g of a white powdered solid, which was the object of the synthesis, at a yield of 65%. A synthesis scheme of Step 3 is shown in (f-3) given below.