反应详情

温度

25 °C

Ethyl 4-iodoethylbenzoate (1) (25.0 g), 4-ethoxy-2,3-difluorophenylboronic acid (2) (20.1 g), potassium carbonate (25.0 g), Pd/C (0.25 g), toluene (100 ml), ethanol (100 ml) and water (100 ml) were put in a reaction vessel under a nitrogen atmosphere, and heated under reflux for 2 hours. The reaction mixture was cooled to 25° C., and then poured into water (500 ml) and toluene (500 ml), and mixed. The mixture was then allowed to stand until it had separated into two phases of organic and aqueous phases. The extraction to an organic phase was carried out. The organic phase obtained was washed with water, and then dried over anhydrous magnesium sulfate. The solution obtained was concentrated under reduced pressure, and the residue obtained was purified by means of column chromatography (silica gel; toluene). The product was further purified by means of recrystallization from ethanol and dried, giving 18.8 g of ethyl 4-ethoxy-2,3-difluoro-4′-biphenylcarboxylate (3). The yield based on the compound (1) was 67.9%.

1. temperatureheated
2. temperatureunder reflux for 2 hours
3. additionmixed
4. customhad separated into two phases of organic and aqueous phases
5. extractionThe extraction to an organic phase
6. customThe organic phase obtained
7. washwas washed with water
8. dry with materialdried over anhydrous magnesium sulfate
9. customThe solution obtained
10. concentrationwas concentrated under reduced pressure
11. customthe residue obtained
12. customwas purified by means of column chromatography (silica gel; toluene)
13. customThe product was further purified by means of recrystallization from ethanol
14. customdried