反应 #1340567

反应方程式

dibenzo[f,h]quinoxaline

hexane

n-butyllithium

3-bromofluorobenzene

→

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

收率 23.0%

溶剂

dichloromethane

Water

tetrahydrofuran

反应条件

后处理

1. 1
   温度The mixture was heated to room temperature
2. 2
   workup.STIRRINGstirred for 12 hours with the temperature
3. 3
   温度maintained at room temperature
4. 4
   萃取was extracted
5. 5
   干燥The obtained organic layer was dried with anhydrous magnesium sulfate
6. 6
   其他The solution obtained by the drying
7. 7
   过滤was filtrated
8. 8
   workup.DISTILLATIONThe solvent of this solution was distilled off
9. 9
   其他by recrystallization with ethanol
10. 10
    其他was obtained (a light-orange powder, yield: 23%)
11. 11
    其他Synthesis scheme of Step 1

实验过程

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.

来源