反应详情

Under nitrogen flow, 200 mL of anhydrous THF was added to 4.3 g (10 mmol) of 3,6-di-tert-butyl-2,7-diphenylfluorene, they were stirred for dissolution and cooled in an ice bath, and then 11 mL (6.74 mmol) of a solution of 1.63-M n-butyllithium in hexane was added thereto. The product was stirred at room temperature for 1.5 hours, the obtained deep red solution was subsequently cooled in a dry ice-methanol bath, and a solution of 3.34 g (12 mmol) of 6-benzyl-6-(p-chlorophenyl)fulvene in THF (50 mL) was added thereto. The product was stirred for four hours while the temperature was gradually increased to room temperature, and then dilute hydrochloric acid was added to the resulting solution in an ice bath to terminate the reaction. Diethyl ether was added thereto for separation, the water layer was subjected to extraction twice with diethyl ether, and then the extract was combined with the organic layer. The resulting organic layer was washed twice with an aqueous solution of saturated sodium hydrogen carbonate, further twice with water, and further once with a saturated salt solution and then dehydrated with anhydrous magnesium sulfate. The solvent was distilled off, and the residue was purified by silica gel column chromatography to produce an objective (amount: 5.2 g and yield: 73%).

1. temperaturecooled in an ice bath
2. stirringThe product was stirred at room temperature for 1.5 hours
3. temperaturethe obtained deep red solution was subsequently cooled in a dry ice-methanol bath
4. stirringThe product was stirred for four hours while the temperature
5. customto terminate
6. customthe reaction
7. customfor separation
8. extractionthe water layer was subjected to extraction twice with diethyl ether
9. washThe resulting organic layer was washed twice with an aqueous solution of saturated sodium hydrogen carbonate, further twice with water
10. distillationThe solvent was distilled off
11. customthe residue was purified by silica gel column chromatography
12. customto produce an objective (amount: 5.2 g and yield: 73%)