反应详情

In the stream of dry nitrogen, 5.0 g (30 mmol) of fluorene was dissolved in dry tetrahydrofuran. To this solution, 22 m l (35 mmol) of a 1.6 M hexane solution of n-butylithium was added dropwise at −78° C., and the mixture was stirred at the temperature for 1 hour. To this was then added dropwise 4.9 ml (35 mmol) of n-hexyl bromide, and the mixture was stirred at −78° C. for 1 hour, and then at room temperature for 1 hour. To the resultant, 22 ml (35 mmol) of a 1.6 M hexane solution of n-butylithium was further added dropwise at −78° C., and the mixture was stirred at the temperature for 1 hour. To this was then added dropwise 4.9 ml (35 mmol) of n-hexyl bromide, and the mixture was stirred at −78° C. for 1 hour, and then at room temperature for 1 hour. Water was added dropwise to this mixture with ice-cooling, and the resultant was then subjected to extraction with ethyl acetate. The extract was dehydrated and dried over magnesium sulfate, and the solvent was then distilled off. The residue was subjected to recrystallization from hexane to obtain 9.5 g (95%) of 9,9-dihexylfluorene.

1. stirringthe mixture was stirred at −78° C. for 1 hour
2. waitat room temperature for 1 hour
3. stirringthe mixture was stirred at the temperature for 1 hour
4. stirringthe mixture was stirred at −78° C. for 1 hour
5. waitat room temperature for 1 hour
6. temperaturecooling
7. extractionthe resultant was then subjected to extraction with ethyl acetate
8. dry with materialdried over magnesium sulfate
9. distillationthe solvent was then distilled off
10. customThe residue was subjected to recrystallization from hexane