반응 #1095840

반응 방정식

carbazole

I2

NaOH

H2SO4

→

compound 1

수율 140.1%

3-Iodocarbazole

수율 140.1%

용매

ethanol

AcOEt

ethanol

HexH

ethanol

반응 조건

후처리

1. 1
   기타Ethanol was removed
2. 2
   추출the reaction solution was extracted two times with chloroform
3. 3
   세척The extract was washed two times with water
4. 4
   건조The organic phase was dried over Na2SO4
5. 5
   기타the solvent was removed
6. 6
   기타The residue was purified by column chromatography (HexH:AcOEt=4:1)

실험 절차

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.

출처