反应详情

温度

-50 °C

In a 200-ml flask, 0.94g (9.35 mmol) of diisopropyl amine and 15 ml of tetrahydrofuran were placed and cooled to -50° C. Then 6.5 ml (10.3 mmol) of n-butyl lithium (15% n-hexane solution) was added thereto under nitrogen atmosphere. The resulting mixture was stirred for 10 minutes, and a solution of 1.0 g (9.35 mmol) of 4-ethylpyridine dissolved in tetrahydrofuran was added dropwise. After stirring for 30 minutes at -50° C., the reaction temperature was gradually raised up to -10° C., which was kept for 30 minutes, and lowered again to -50° C. A solution of 2.05 g (9.35 mmol) of 2-chlorophenethyl bromide dissolved in tetrahydrofuran was added dropwise to the reaction mixture, and after stirring for 30 minutes at -50° C., the temperature was raised up to room temperature. Subsequently, water was added, tetrahydrofuran was distilled away under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with saturated brine, then dried over anhydrous sodium sulfate. Then, the solvent was distilled away under reduced pressure, to obtain an oil. Said oil was purified by silica gel column chromatography, to obtain 1.35 g of the desired compound (yield: 58.2%).

1. additionwas added dropwise
2. stirringAfter stirring for 30 minutes at -50° C.
3. temperaturethe reaction temperature was gradually raised up to -10° C., which
4. waitwas kept for 30 minutes
5. customlowered again to -50° C
6. additionwas added dropwise to the reaction mixture
7. stirringafter stirring for 30 minutes at -50° C.
8. temperaturethe temperature was raised up to room temperature
9. distillationtetrahydrofuran was distilled away under reduced pressure
10. extractionthe residue was extracted with ethyl acetate
11. washThe extract was washed with saturated brine
12. dry with materialdried over anhydrous sodium sulfate
13. distillationThen, the solvent was distilled away under reduced pressure
14. customto obtain an oil
15. customwas purified by silica gel column chromatography