反应详情

Under a nitrogen atmosphere, 100 mL of dehydrated tert-butylmethylether was added to 1.30 g (2.84 mmol) of 2,7-di(p-tolyl)-3,6-ditert-butyl-fluorene, and the mixture was stirred. This solution was cooled in an ice bath, and 2.10 mL (3.36 mmol) of a 1.60 mol/L hexane solution of n-butyllithium was added. The solution was stirred at room temperature for 21 hours. To the yellowy-black suspension obtained, 0.808 g (3.12 mmol) of 6,6-dibenzofulvene synthesized in Synthesis Example 1-1(iii) was added. Subsequently, the mixture was heated to reflux for 19 hours. Subsequently, 30 mL of 1N hydrochloric acid was added to the red-brown solution obtained to terminate the reaction. Then, 100 mL of diethylether was added to perform a liquid-liquid phase separation, and the soluble fraction was extracted. This organic layer was washed two times with a saturated aqueous solution of sodium hydrogen carbonate, two times with water, and once with saturated brine, and then dried over magnesium sulfate. The solvent was solvent was distilled off, and the residue was subjected to separation by column chromatography. The whitish yellow powder obtained was washed once with 10 mL of cold hexane, three times with 5 mL of cold ethanol, and 3 times with 2 mL of cold hexane to obtain a target product as a white powder (yield 1.04 g (51%)). The target product was identified by 1H-NMR and FD-MS spectroscopy.

1. temperatureThis solution was cooled in an ice bath
2. stirringThe solution was stirred at room temperature for 21 hours
3. customTo the yellowy-black suspension obtained
4. additionwas added
5. temperatureSubsequently, the mixture was heated
6. temperatureto reflux for 19 hours
7. customobtained
8. customto terminate
9. customthe reaction
10. customa liquid-liquid phase separation
11. extractionthe soluble fraction was extracted
12. washThis organic layer was washed two times with a saturated aqueous solution of sodium hydrogen carbonate, two times with water
13. dry with materialonce with saturated brine, and then dried over magnesium sulfate
14. distillationwas distilled off
15. customthe residue was subjected to separation by column chromatography
16. customThe whitish yellow powder obtained
17. washwas washed once with 10 mL of cold hexane, three times with 5 mL of cold ethanol, and 3 times with 2 mL of cold hexane