반응 #77544

반응 방정식

1-Bromo-4-[(5-bromopentyl)oxy] benzene

1-phenyl-2-imidazolidinone

NaH

→

Compound 9

1-[5-(4-bromophenoxy)pentyl]-3-phenyl-2-imidazolidinone

용매

dimethylformamide

반응 조건

후처리

1. 1
   온도cooled in an ice bath
2. 2
   온도then cooled in ice bath
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for additional 4 hours
4. 4
   기타The reaction was quenched with MeOH
5. 5
   workup.ADDITIONSaturated aqueous NH4Cl and dichloromethane (15 mL) were added to the residue
6. 6
   기타The dichloromethane layer was separated
7. 7
   건조dried over MgSO4
8. 8
   여과filtered
9. 9
   기타evaporated
10. 10
    기타purified by column chromatography (ethyl acetate:MeOH=10:1)

실험 절차

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%).

출처