反应详情

5.0 g (24.4 mmol) of 2-bromo-5-propylthiophene, 7.40 g (26.8 mmol) of 4′-propyl-3,5-difluoro-4-biphenylboronic acid and 2.82 g (2.44 mmol) of tetrakis(triphenylphosphine)palladium(0) are initially introduced in 160 ml of toluene. A solution of 5.85 g (48.8 mmol) of sodium dihydrogenphosphate and 13.8 g (97.5 mmol) of disodium hydrogenphosphate dodecahydrate in 50 ml of water is added, and the mixture is heated under reflux for 19 h. After cooling, the organic phase is separated off, and the aqueous phase is extracted a number of times with toluene. The combined organic phases are washed with water and sat. sodium chloride solution. The solution is dried using sodium sulfate and evaporated to dryness. The residue is purified by column chromatography (SiO2, n-heptane). Further purification is carried out by recrystallisation from ethanol and n-heptane, giving 2-(3,5-difluoro-4′-propylbiphenyl-4-yl)-5-propylthiophene (PUS-3-3) as a colourless solid (m.p. 64° C.).

1. temperaturethe mixture is heated
2. temperatureunder reflux for 19 h
3. temperatureAfter cooling
4. customthe organic phase is separated off
5. extractionthe aqueous phase is extracted a number of times with toluene
6. washThe combined organic phases are washed with water and sat. sodium chloride solution
7. customThe solution is dried
8. customevaporated to dryness
9. customThe residue is purified by column chromatography (SiO2, n-heptane)
10. customFurther purification
11. customis carried out by recrystallisation from ethanol and n-heptane