反应详情

温度

25 °C

4-Iodoethyl benzoate (1) (25.0 g), 4-ethoxy-2,3-difluorophenylboronic acid (2) (20.1 g), potassium carbonate (25.0 g), palladium on carbon (NX type of 5% Pd/C; 50% wet; made by N. E. Chemcat; hereinafter referred to as 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, and extraction into an organic phase was carried out. The organic phase obtained was fractionated, washed with water, and then dried over anhydrous magnesium sulfate. The solution obtained was concentrated under reduced pressure, and the residue obtained was purified with a fractional operation by means of column chromatography using toluene as the eluent and silica gel as the stationary phase powder. 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′-biphenylbenzoate (3). The yield based on the compound (1) was 67.9%.

1. customwere put in a reaction vessel under a nitrogen atmosphere
2. temperatureheated
3. temperatureunder reflux for 2 hours
4. additionmixed
5. customhad separated into two phases of organic and
6. extractionaqueous phases, and extraction into an organic phase
7. customThe organic phase obtained
8. washwashed with water
9. dry with materialdried over anhydrous magnesium sulfate
10. customThe solution obtained
11. concentrationwas concentrated under reduced pressure
12. customthe residue obtained
13. customwas purified with a fractional operation by means of column chromatography
14. customThe product was further purified by means of recrystallization from ethanol
15. customdried