反应 #1095840

反应方程式

carbazole

I2

NaOH

H2SO4

→

compound 1

收率 140.1%

3-Iodocarbazole

收率 140.1%

溶剂

ethanol

AcOEt

ethanol

HexH

ethanol

反应条件

后处理

1. 1
   其他Ethanol was removed
2. 2
   萃取the reaction solution was extracted two times with chloroform
3. 3
   洗涤The extract was washed two times with water
4. 4
   干燥The organic phase was dried over Na2SO4
5. 5
   其他the solvent was removed
6. 6
   其他The residue was purified by column chromatography (HexH:AcOEt=4:1)

实验过程

To an ethanol solution (500 mL) of carbazole (2.50 g, 15.0 mmol), NaIO4 (0.80 g, 3.75 mmol) and I2 (1.89 g, 7.45 mmol) were sequentially added, and then an ethanol solution (100 mL) of H2SO4 (1.60 mL, 30.0 mmol) was added. The reaction solution was refluxed for one hour at 65° C. The loss of raw materials was confirmed by TLC (HexH:AcOEt=4:1), and an ethanol solution (100 mL) of NaOH (1.4 g) was added thereto to neutralize the system. Ethanol was removed, and then the reaction solution was extracted two times with chloroform. The extract was washed two times with water. The organic phase was dried over Na2SO4, and the solvent was removed. The residue was purified by column chromatography (HexH:AcOEt=4:1), and thus compound 1 (3.06 g, 70%) was obtained as a white powder. Thus, 3,6-diiodocarbazole (0.47 g, 7.5%) was obtained as a white powder.

来源