反应详情

温度

-78 °C

In a 300 mL three-necked flask was placed 5.0 g (13 mmol) of 2-(4-bromophenyl)-3-phenylquinoxaline, and the atmosphere in the flask was placed with nitrogen. There was added 40 mL of tetrahydrofuran, and the mixture was cooled to −78° C. under nitrogen stream. After cooling, 10 mL (16 mmol) of 1.6 M n-butyllithium was dripped thereinto, and the mixture was stirred at the same temperature for 1 hour. After a predetermined time, there was added 3.1 mL (27 mmol) of trimethyl borate, and the temperature of the reaction solution was raised to room temperature, and then, the solution was stirred for 10 hours. After a predetermined time, the reaction solution was cooled to 0° C., to which 100 mL of 0.1 M hydrochloric acid was added, and the solution was stirred for 1 hour. After a predetermined time, an aqueous layer and an organic layer were separated in the mixture, and an organic substance was extracted with ethyl acetate from the aqueous layer. The extract was washed with a saturated aqueous sodium chloride solution together with the organic layer and then dried over magnesium sulfate. The mixture was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855). The obtained filtrate was condensed to obtain a solid. The solid was recrystallized with ethyl acetate/hexane, so that 3.0 g of target pale-yellow powder was obtained with a yield of 66%.

1. customIn a 300 mL three-necked flask was placed
2. temperatureAfter cooling
3. temperaturethe temperature of the reaction solution was raised to room temperature
4. stirringthe solution was stirred for 10 hours
5. additionwas added
6. stirringthe solution was stirred for 1 hour
7. customAfter a predetermined time, an aqueous layer and an organic layer were separated in the mixture
8. extractionan organic substance was extracted with ethyl acetate from the aqueous layer
9. washThe extract was washed with a saturated aqueous sodium chloride solution together with the organic layer
10. dry with materialdried over magnesium sulfate
11. filtrationThe mixture was subjected to suction filtration through Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531-16855)
12. customcondensed
13. customto obtain a solid
14. customThe solid was recrystallized with ethyl acetate/hexane, so that 3.0 g of target pale-yellow powder
15. customwas obtained with a yield of 66%