反应详情

To a suspension of 1-(4-methyl-1,3-thiazol-2-yl)-2-imidazolidinone (0.11 g, 0.61 mmol) dissolved in 10 mL of dimethylformamide at 0° C. was added NaH (60% dispersion in mineral oil, 36.6 mg, 0.92 mmol). The mixture was stirred at room temperature for 30 minutes and then cooled in ice bath. 1-Bromo-4-[(6-bromohexyl)oxy] benzene (0.21 g, 0.61 mmol) was added, and the mixture was stirred at room temperature for additional 4 hours. The reaction was quenched with methanol, and the solvents were removed under reduced pressure. A saturated aqueous NH4Cl solution and dichloromethane were successively 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 10) as a yellow viscous oil (0.19 g, 74%).

1. temperaturecooled in ice bath
2. stirringthe mixture was stirred at room temperature for additional 4 hours
3. customThe reaction was quenched with methanol
4. customthe solvents were removed under reduced pressure
5. additionA saturated aqueous NH4Cl solution and dichloromethane were successively 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)