反应详情

1-Naphthylboronic acid (10 g, 58.1 mmol) was dissolved in dimethoxyethane (150 mL), and aqueous solution (100 mL) of cesium carbonate (25.3 g, 78 mmol), 4-bromo-5-methylindene (8.1 g, 39 mmol), tetrakis(triphenylphosphine)palladium (1.8 g) were sequentially added. Solution was reacted for 21 hours while heating under reflux, then, reaction solution was poured into 1N hydrochloric acid-ice water, and after stirring, reaction solution was extracted with diethyl ether. Organic layer was washed with magnesium sulfate, then, solvent was distilled off under reduced pressure to obtain the crude product. This was purified by silica-gel column chromatography to obtain the desired 4-(1-naphthyl)-5-methylindene (8.6 g, yield: 87%).

1. customSolution was reacted for 21 hours
2. temperaturewhile heating
3. temperatureunder reflux
4. customreaction solution
5. customreaction solution
6. extractionwas extracted with diethyl ether
7. washOrganic layer was washed with magnesium sulfate
8. distillationsolvent was distilled off under reduced pressure
9. customto obtain the crude product
10. customThis was purified by silica-gel column chromatography