반응 #417900

반응 방정식

3-chlorobenzoic acid

Water

dibenzo[f,h]quinoxaline

→

Dibenzo[f,h]quinoxaline-1-oxide

수율 51.0%

용매

dichloromethane

반응 조건

후처리

1. 1
   추출the organic layer was extracted with dichloromethane
2. 2
   세척The obtained organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution
3. 3
   건조dried over anhydrous magnesium sulfate
4. 4
   여과Then, the resulting solution was filtered
5. 5
   workup.DISTILLATIONThe solvent of this solution was distilled off
6. 6
   기타The resulting residue was purified by silica gel column chromatography which
7. 7
   기타By recrystallization from dichloromethane
8. 8
   기타the object of the synthesis was obtained (as a white powder in a yield of 51%)
9. 9
   기타The synthesis scheme of Step 1

실험 절차

First, to a solution in which 1.36 g of dibenzo[f,h]quinoxaline was dissolved in 20 mL of dichloromethane was added 2.04 g of 3-chlorobenzoic acid (abbreviation: MCPBA) in a nitrogen atmosphere, followed by stirring at room temperature for 1 week. Water was added to this mixture, and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution and dried over anhydrous magnesium sulfate. Then, the resulting solution was filtered. The solvent of this solution was distilled off. The resulting residue was purified by silica gel column chromatography which uses a mixed solvent of dichloromethane and ethyl acetate as a developing layer. By recrystallization from dichloromethane, the object of the synthesis was obtained (as a white powder in a yield of 51%). The synthesis scheme of Step 1 is illustrated in the following (a″′-2-1).

출처