反応 #1904044

反応方程式

4-bromoiodobenzene

2-phenylindole

potassium carbonate

o-dichlorobenzene

→

1-(4-bromophenyl)-2-phenylindole

収率 50.1%

溶媒

hexane ethyl acetate

Toluene

反応条件

後処理

1. 1
   温度refluxed
2. 2
   温度heated
3. 3
   workup.STIRRINGunder stirring at 60° C.
4. 4
   ろ過insoluble matter was filtered off
5. 5
   その他dried
6. 6
   workup.ADDITIONHexane was added to the residue
7. 7
   ろ過was filtered off
8. 8
   その他condensed
9. 9
   その他recrystallized with a mixed solvent of hexane/ethyl acetate

実験手順

50.0 g (177 mmole) of 4-bromoiodobenzene, 28.5 g (177 mmole) of 2-phenylindole, 30.5 g (221 mmole) of potassium carbonate, 18.7 g of copper powder, and 150 ml of o-dichlorobenzene were put in a 500 ml three-necked flask, and refluxed with stirring for 25 hours under nitrogen flow. Toluene was added to the reaction mixture heated under stirring at 60° C., and insoluble matter was filtered off. The filtrate was vacuum dried. Hexane was added to the residue and deposited crystal was filtered off. The filtrate was condensed, and refined by silica gel column chromatography (eluent:hexane/ethyl acetate: 50/1), recrystallized with a mixed solvent of hexane/ethyl acetate to give 25.7 g of a white crystal of 1-(4-bromophenyl)-2-phenylindole (yield: 50.1%).

出典