反应详情

To a 25 mL round-bottomed flask equipped for magnetic stirring and fitted with a reflux condenser was added 2-(4-{2-[2-(4-bromophenyl)-5-methyloxazol-4-yl]ethoxy}phenoxy)-2-methyl propionic acid ethyl ester (0.410 mmoles, 200 mg), 4-fluorophenyl boronic acid (0.451 mmoles), toluene (5 mL), ethanol (5 mL), and sodium carbonate (0.819 mmoles, 0.410 mL of a 2M solution). This mixture was vacuum degassed and nitrogen was added in at a positive pressure. Pd(PPh3)4 (catalytic, spatula tip) was added and the reaction was heated to reflux for 3 h. Distilled water was added to the mixture. Subsequently, this was extracted with ethyl acetate and washed with brine. The organic layer was collected, filtered over a thin pad of silica gel, and concentrated in-vacuo. The crude mixture was then purified by chromatography on silica gel affording 2-(4-{2-[2-(4′-fluorobiphenyl-4-yl)-5-methyloxazol-4-yl]ethoxy}phenoxy)-2-methylpropionic acid ethyl ester.

1. customTo a 25 mL round-bottomed flask equipped
2. customfitted with a reflux condenser
3. customdegassed
4. additionnitrogen was added in at a positive pressure
5. additionPd(PPh3)4 (catalytic, spatula tip) was added
6. temperaturethe reaction was heated
7. temperatureto reflux for 3 h
8. additionDistilled water was added to the mixture
9. extractionSubsequently, this was extracted with ethyl acetate
10. washwashed with brine
11. customThe organic layer was collected
12. filtrationfiltered over a thin pad of silica gel
13. concentrationconcentrated in-vacuo
14. customThe crude mixture was then purified by chromatography on silica gel