反应详情

To a solution of 1-phenyl-2-imidazolidinone (0.10 g, 0.62 mmol) dissolved in 10 mL dimethylformamide cooled in an ice bath was added NaH (60% dispersion in mineral oil, 27.0 mg, 0.68 mmol). The mixture was stirred at room temperature for 30 minutes; then cooled in ice bath. 1-Bromo-4-[(5-bromopentyl)oxy] benzene (0.20 g, 0.62 mmol) was added, and the mixture was stirred at room temperature for additional 4 hours. The reaction was quenched with MeOH, and the solvents were pumped off. Saturated aqueous NH4Cl and dichloromethane (15 mL) were added to the residue. The dichloromethane layer was separated and dried over MgSO4, filtered, evaporated, and purified by column chromatography (ethyl acetate:MeOH=10:1) to give the product (i.e., Compound 9) as a yellow solid (0.19 g, 77%).

1. temperaturecooled in an ice bath
2. temperaturethen cooled in ice bath
3. stirringthe mixture was stirred at room temperature for additional 4 hours
4. customThe reaction was quenched with MeOH
5. additionSaturated aqueous NH4Cl and dichloromethane (15 mL) were added to the residue
6. customThe dichloromethane layer was separated
7. dry with materialdried over MgSO4
8. filtrationfiltered
9. customevaporated
10. custompurified by column chromatography (ethyl acetate:MeOH=10:1)