反应详情

To mixed solution of 2-naphthylboronic acid (5 g, 29 mmol) and DME (100 mL), aqueous solution (30 mL) of cesium carbonate (12 g, 36.8 mmol)(30 mL) and 5-methyl-4-bromoindene (4.3 g, 21 mmol), tetrakis(triphenylphosphino)palladium (0.9 g) were added, and heated under reflux. After 16 hours, reaction solution was poured into 1N HCl-ice water to separate organic layer after stirring. Organic layer was washed with saturated solution of sodium chloride after filtering through Celite, and dried over magnesium sulfate, and solvent was distilled off under reduced pressure. The obtained crude product was purified by column chromatography (Silica-gel: produced by Kanto Chemical Co., Inc., hexane) to obtain the desired 4-(2-naphthyl)-5-methylindene (3.9 g, yield: 74%).

1. additionwere added
2. temperatureheated
3. temperatureunder reflux
4. customreaction solution
5. customto separate organic layer
6. washOrganic layer was washed with saturated solution of sodium chloride
7. filtrationafter filtering through Celite
8. dry with materialdried over magnesium sulfate, and solvent
9. distillationwas distilled off under reduced pressure
10. customThe obtained crude product
11. customwas purified by column chromatography (Silica-gel: produced by Kanto Chemical Co., Inc., hexane)