反应详情

A mixture of 5.50 g (31.0 mmol) of 2-bromo-5-methylthiophene, 9.0 g (32.6 mmol) of 4′-propyl-3,5-difluoro-4-biphenylboronic acid, 1.83 g (1.58 mmol) of tetrakis(triphenylphosphine)palladium(0) and 36 ml of 2 N sodium carbonate soln. in 90 ml of toluene/ethanol (1:2) is heated under reflux for 16 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 soln. The solution is dried using sodium sulfate and concentrated to completion. The residue is purified by column chromatography (SiO2, n-heptane:toluene=9:1). Further purification is carried out by recrystallisation from ethanol and n-heptane; 2-(3,5-difluoro-4′-propylbiphenyl-4-yl)-5-methylthiophene (PUS-3-1) is obtained as a colourless solid (m.p. 75° C.).

1. temperatureunder reflux for 16 h
2. temperatureAfter cooling
3. customthe organic phase is separated off
4. extractionthe aqueous phase is extracted a number of times with toluene
5. washThe combined organic phases are washed with water and sat. sodium chloride soln
6. customThe solution is dried
7. concentrationconcentrated to completion
8. customThe residue is purified by column chromatography (SiO2, n-heptane:toluene=9:1)
9. customFurther purification
10. customis carried out by recrystallisation from ethanol and n-heptane