反応 #417900

反応方程式

3-chlorobenzoic acid

Water

dibenzo[f,h]quinoxaline

→

Dibenzo[f,h]quinoxaline-1-oxide

収率 51.0%

溶媒

dichloromethane

反応条件

後処理

1. 1
   抽出the organic layer was extracted with dichloromethane
2. 2
   洗浄The obtained organic layer was washed with a saturated aqueous sodium hydrogen carbonate solution
3. 3
   乾燥dried over anhydrous magnesium sulfate
4. 4
   ろ過Then, the resulting solution was filtered
5. 5
   workup.DISTILLATIONThe solvent of this solution was distilled off
6. 6
   その他The resulting residue was purified by silica gel column chromatography which
7. 7
   その他By recrystallization from dichloromethane
8. 8
   その他the object of the synthesis was obtained (as a white powder in a yield of 51%)
9. 9
   その他The synthesis scheme of Step 1

実験手順

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).

出典