反应详情

温度

0 °C

A reaction vessel equipped with a dropping funnel was charged with 30 m of dehydrated tetrahydrofuran and 0.82 g (2.11 mmol) of octamethyloctahydrodibenzofluorene under a nitrogen atmosphere. Then, 1.50 ml (2.32 mmol) of a 1.56 mol/L hexane solution of n-butyllithium was slowly added dropwise while cooling this solution to 0° C. Thereafter, the mixture was stirred overnight at room temperature. Subsequently, the dropping funnel was charged with a solution prepared by dissolving 1.00 g (2.32 mmol) of 6,6-di{m-(trifluoromethyl)phenyl}fulvene in 20 ml of dehydrated tetrahydrofuran. The solution was slowly added dropwise while cooling to −78° C. Thereafter, the mixture was stirred for one day while returning the temperature thereof slowly to room temperature. This reaction solution was subjected to extraction with diethyl ether. The organic layer was washed with 1 N hydrochloric acid, a saturated aqueous solution of sodium hydrogen carbonate and saturated brine. The organic phase collected by separation was dried over anhydrous magnesium sulfate, and magnesium sulfate was separated by filtration. The filtrate was subjected to distillation under reduced pressure with use of a rotary evaporator to remove the solvent. The residue was purified by using a silica gel column to obtain a target product (yield 0.74 g (47%)). The target product was identified by 1H-NMR and FD-MS spectroscopy.

1. customA reaction vessel equipped with a dropping funnel
2. additionSubsequently, the dropping funnel was charged with a solution
3. customprepared
4. additionThe solution was slowly added dropwise
5. temperaturewhile cooling to −78° C
6. stirringThereafter, the mixture was stirred for one day
7. customslowly to room temperature
8. extractionThis reaction solution was subjected to extraction with diethyl ether
9. washThe organic layer was washed with 1 N hydrochloric acid
10. customThe organic phase collected by separation
11. dry with materialwas dried over anhydrous magnesium sulfate, and magnesium sulfate
12. customwas separated by filtration
13. distillationThe filtrate was subjected to distillation under reduced pressure with use of a rotary evaporator
14. customto remove the solvent
15. customThe residue was purified
16. customto obtain a target product (yield 0.74 g (47%))