反应详情

A mixture of 12.7 g (60.6 mmol) of 2-bromoselenophene, 17.7 g (60.6 mmol) of 2′,3′-difluoro-4′-propoxybiphenyl-4-ylboronic acid, 5.55 g (4.80 mmol) of tetrakis(triphenylphosphine)palladium(0) and 180 ml of 2 N sodium carbonate soln. in 600 ml of toluene/ethanol (1:1) is heated under reflux for 20 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted with toluene. The combined organic phases are washed with sat. sodium chloride soln., and the solution is dried using sodium sulfate. The solution is concentrated to dryness, and the residue is purified by column chromatography (SiO2, toluene). Further purification is carried out by recrystallisation from n-heptane:EtOH=3:1. 2-(2′,3′-Difluoro-4′-propoxybiphenyl-4-yl)selenophene is obtained as a yellow solid.

1. temperatureunder reflux for 20 h
2. temperatureAfter cooling
3. customthe organic phase is separated off
4. extractionthe aqueous phase is extracted with toluene
5. washThe combined organic phases are washed with sat. sodium chloride soln
6. custom, and the solution is dried
7. concentrationThe solution is concentrated to dryness
8. customthe residue is purified by column chromatography (SiO2, toluene)
9. customFurther purification
10. customis carried out by recrystallisation from n-heptane