Reacción #1904044

Ecuación de reacción

4-bromoiodobenzene

2-phenylindole

potassium carbonate

o-dichlorobenzene

→

1-(4-bromophenyl)-2-phenylindole

Rendimiento 50.1%

Disolventes

hexane ethyl acetate

Toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturarefluxed
2. 2
   Temperaturaheated
3. 3
   workup.STIRRINGunder stirring at 60° C.
4. 4
   Filtracióninsoluble matter was filtered off
5. 5
   Otrodried
6. 6
   workup.ADDITIONHexane was added to the residue
7. 7
   Filtraciónwas filtered off
8. 8
   Otrocondensed
9. 9
   Otrorecrystallized with a mixed solvent of hexane/ethyl acetate

Procedimiento

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%).

Fuente