تفاعل #77544

معادلة التفاعل

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

1-phenyl-2-imidazolidinone

NaH

→

Compound 9

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

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled in an ice bath
2. 2
   درجة الحرارةthen cooled in ice bath
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for additional 4 hours
4. 4
   أخرىThe reaction was quenched with MeOH
5. 5
   workup.ADDITIONSaturated aqueous NH4Cl and dichloromethane (15 mL) were added to the residue
6. 6
   أخرىThe dichloromethane layer was separated
7. 7
   تجفيفdried over MgSO4
8. 8
   ترشيحfiltered
9. 9
   أخرىevaporated
10. 10
    أخرىpurified by column chromatography (ethyl acetate:MeOH=10:1)

الإجراء التجريبي

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%).

المصدر