反应详情

Under an atmosphere of argon, 9-bromoanthracene (3.9 g, 15 mmole), 4-formylphenylboronic acid (2.5 g, 17 mmole, 1.1 eq), potassium fluoride (3.2 g, 56 mmole, 3 eq) and tris(dibenzylideneacetone)dipalladium(0) (0.07 g, 76 mmole, 1% Pd) were suspended in anhydrous THF (25 ml). To the obtained suspension, a toluene solution of tri-t-butylphosphine (66%, 0.06 ml, 0.2 mmole, 1.3 eq to Pd) was added and the resultant mixture was heated under refluxing for 10 hours. To the reaction mixture, water (50 ml) and toluene (150 ml) were added. The formed organic layer was separated, washed with a saturated aqueous solution of sodium chloride (50 ml) and dried with magnesium sulfate. Then, the solvent was removed by distillation and a light yellow solid was obtained. The obtained solid was purified by the column chromatography (silica gel/hexane+50% dichloromethane) and a light yellow solid (3.3 g, 78%) were obtained.

1. temperatureunder refluxing for 10 hours
2. customThe formed organic layer was separated
3. washwashed with a saturated aqueous solution of sodium chloride (50 ml)
4. dry with materialdried with magnesium sulfate
5. customThen, the solvent was removed by distillation
6. customa light yellow solid was obtained
7. customThe obtained solid was purified by the column chromatography (silica gel/hexane+50% dichloromethane)