반응 #50895

반응 방정식

sulfuric acid

sulfuric acid

NaNO2

7-bromodibenzothiophene-3-yl-amine

→

7-bromodibenzothiophene-3-ol

용매

water

반응 조건

후처리

1. 1
   기타A flask equipped with a stirrer
2. 2
   기타preheated to 80° C.
3. 3
   workup.STIRRINGstirred at 80 to 85° C. for 5 hours
4. 4
   온도cooled to room temperature
5. 5
   여과The reactant was filtered
6. 6
   추출extracted six times with 300 ml of ethyl acetate, and vacuum
7. 7
   농축concentrated
8. 8
   기타The concentrate was purified by silica gel chromatography

실험 절차

A flask equipped with a stirrer and a thermometer was charged with 209.3 g of concentrated sulfuric acid and 8.93 g of NaNO2 in a nitrogen atmosphere, and cooled to 2° C. Then 24.0 g of the intermediate 7-bromodibenzothiophene-3-yl-amine prepared in Example 1-3 was added, and stirred at 2 to 4° C. for 3 hours. The resulting mixture together with 99.8 g of water was poured into 348.7 g of 65 wt % sulfuric acid preheated to 80° C., stirred at 80 to 85° C. for 5 hours, and cooled to room temperature. The reactant was filtered, extracted six times with 300 ml of ethyl acetate, and vacuum concentrated. The concentrate was purified by silica gel chromatography using chloroform as an eluting solvent to obtain 7.11 g of objective 7-bromodibenzothiophene-3-ol. The 1H-NMR spectrum data and the results of elemental analysis of the product are shown below:

출처