반응 #1340567

반응 방정식

dibenzo[f,h]quinoxaline

hexane

n-butyllithium

3-bromofluorobenzene

→

2-(3-Fluorophenyl)-dibenzo[f,h]quinoxaline

수율 23.0%

용매

dichloromethane

Water

tetrahydrofuran

반응 조건

후처리

1. 1
   온도The mixture was heated to room temperature
2. 2
   workup.STIRRINGstirred for 12 hours with the temperature
3. 3
   온도maintained at room temperature
4. 4
   추출was extracted
5. 5
   건조The obtained organic layer was dried with anhydrous magnesium sulfate
6. 6
   기타The solution obtained by the drying
7. 7
   여과was filtrated
8. 8
   workup.DISTILLATIONThe solvent of this solution was distilled off
9. 9
   기타by recrystallization with ethanol
10. 10
    기타was obtained (a light-orange powder, yield: 23%)
11. 11
    기타Synthesis scheme of Step 1

실험 절차

First, under a nitrogen atmosphere, 27.5 mL (1.58 mol/L) of a hexane solution of n-butyllithium was dripped into a mixed solution of 6.87 g of 3-bromofluorobenzene and 40 mL of tetrahydrofuran at −78° C. Then, with the temperature maintained at −78° C., the mixture was stirred for 2 hours. To the obtained solution was added 7.54 g of dibenzo[f,h]quinoxaline in five additions at −78° C. The mixture was heated to room temperature,and stirred for 12 hours with the temperature maintained at room temperature. Water was added to this mixture and dichloromethane was used as an extraction solvent, so that an organic layer was extracted. The obtained organic layer was dried with anhydrous magnesium sulfate. The solution obtained by the drying was filtrated. The solvent of this solution was distilled off, and then, by recrystallization with ethanol, the organometallic complex of the present invention, Hdbq-3FP, which was the target substance, was obtained (a light-orange powder, yield: 23%). Synthesis scheme of Step 1 is shown in (a-2) below.

출처