Reaktion #475368
ord-ebb83eaeba70405ca68db5f5be34185b
Reaktionsgleichung
1,3-dibromobenzene
5H-pyrido[4,3-b]indole
potassium carbonate
dimethyl sulfoxide
→
5-(3-bromophenyl)-5H-pyrido[4,3-b]indole
Ausbeute 62.0%
Lösungsmittel
Reaktionsbedingungen
Temperatur
180°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1Temperaturby heating
- 2TemperaturAfter cooling to room temperature
- 3Sonstigethe insoluble materials were removed by filtration
- 4Einengenthe filtrate was concentrated under reduced pressure
- 5Sonstigeto obtain a crude product
- 6SonstigeThe crude product was purified by column chromatography (carrier: silica gel, eluent: hexane/chloroform)
Vorschrift
Another reaction vessel was charged with 17.2 ml of 1,3-dibromobenzene, 6.0 g of 5H-pyrido[4,3-b]indole, 1.1 g of copper powder, 9.9 g of potassium carbonate, and 0.6 ml of dimethyl sulfoxide, followed by heating and stirring at 180° C. for 4 hours. After cooling to room temperature, 50 ml of chloroform was added thereto, the insoluble materials were removed by filtration and the filtrate was concentrated under reduced pressure to obtain a crude product. The crude product was purified by column chromatography (carrier: silica gel, eluent: hexane/chloroform) to obtain 7.1 g (yield 62%) of 5-(3-bromophenyl)-5H-pyrido[4,3-b]indole as a white powder.