反应详情

温度

0 °C

A suspension of 1-(4-pyridyl)-2-imidazolidinone (0.10 g, 0.61 mmol) and sodium hydride (75% dispersion in mineral oil, 0.02 g, 0.67 mmol) in anhydrous DMF (7 mL) was cooled in an ice bath and stirred at 0° C. for 30 minutes, followed by addition of a solution of 1-bromo-6-[4-(trifluoromethyl)-phenoxy]hexane (0.20 g, 0.61 mmol) in anhydrous DMF (3 mL). After 5 minutes, the ice bath was removed and the reaction mixture was stirred at room temperature for 3 hours. The reaction was quenched with a saturated aqueous ammonium chloride solution followed by extraction with a mixture of diethyl ether and ethyl acetate (3:1, 100 mL×3). The organic layers were combined and washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The crude mixture thus obtained was purified with gradient chromatography [100% ethyl acetate, and, subsequently, a mixture of ethyl acetate and methanol (4:1)] to yield the product (i.e., Compound 1) as a white solid (0.18 g, 73%).

1. temperaturewas cooled in an ice bath
2. waitAfter 5 minutes
3. customthe ice bath was removed
4. stirringthe reaction mixture was stirred at room temperature for 3 hours
5. customThe reaction was quenched with a saturated aqueous ammonium chloride solution
6. extractionfollowed by extraction with a mixture of diethyl ether and ethyl acetate (3:1, 100 mL×3)
7. washwashed with brine
8. dry with materialdried over magnesium sulfate
9. concentrationconcentrated under reduced pressure
10. customThe crude mixture thus obtained
11. customwas purified with gradient chromatography [100% ethyl acetate
12. additionsubsequently, a mixture of ethyl acetate and methanol (4:1)]