反应详情

A mixture of 2.60 g (14.3 mmol) of 2-fluoro-4-propylbenzeneboronic acid, 7.0 g (13.1 mmol) of 4′-[(4-bromo-2,6-difluorophenyl)difluoromethoxy]-3,5,2′-trifluoro-4-trifluoromethylbiphenyl, 0.30 g (0.42 mmol) of bis(triphenyl-phosphine)palladium(II) chloride and 2.80 g (10.1 mmol) of sodium metaborate octahydrate is initially introduced in 40 ml of THF/water=3:1. 0.02 ml (0.4 mmol) of hydrazinium hydroxide is added, and the mixture is refluxed for 20 h. After cooling, the batch is diluted with MTBE, and the mixture is washed with water. The organic phase is separated off, and the aqueous phase is extracted with MTBE. The combined organic phases are washed with water. The solution is dried using sodium sulfate and concentrated to dryness. The residue is purified by column chromatography (SiO2, n-heptane). The further purification is carried out by recrystallisation from ethanol and n-heptane, giving 4-[difluoro(3,5,2′-trifluoro-4′-propyl-biphenyl-4-yl)methoxy]-6,3′,5′-trifluoro-4′-trifluoromethylbiphenyl as a colourless solid.

1. temperaturethe mixture is refluxed for 20 h
2. temperatureAfter cooling
3. washthe mixture is washed with water
4. customThe organic phase is separated off
5. extractionthe aqueous phase is extracted with MTBE
6. washThe combined organic phases are washed with water
7. customThe solution is dried
8. concentrationconcentrated to dryness
9. customThe residue is purified by column chromatography (SiO2, n-heptane)
10. customThe further purification
11. customis carried out by recrystallisation from ethanol and n-heptane