Реакция #77542

Уравнение реакции

1-Bromo-6-(4-bromophenoxy)heptane

1-(4-fluorophenyl)-2-imidazolidinone

NaH

→

Compound 7

1-[6-(4-bromophenoxy)hexyl]-3-(4-fluorophenyl)-2-imidazolidinone

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   Температураcooled in an ice bath
2. 2
   Температураcooled in ice bath
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for additional 4 hours
4. 4
   ДругоеThe reaction was quenched with methanol
5. 5
   Другоеthe solvents were removed under reduced pressure
6. 6
   workup.ADDITION5 mL of saturated NH4Cl water solution and 10 mL of dichloromethane were added to the residue
7. 7
   СушкаThe dichloromethane layer was dried over MgSO4
8. 8
   Фильтрацияfiltered
9. 9
   Другоеevaporated
10. 10
    Другоеpurified by column chromatography (ethyl acetate:MeOH=10:1)

Методика

To a solution of 1-(4-fluorophenyl)-2-imidazolidinone (0.12 g, 0.65 mmol) dissolved in 10 mL dimethylformamide cooled in an ice bath was added NaH (60% dispersion in mineral oil, 39.0 mg, 0.98 mmol). The mixture was stirred at room temperature for 30 minutes and then cooled in ice bath. 1-Bromo-6-(4-bromophenoxy)heptane (0.22 g, 0.65 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. 5 mL of saturated NH4Cl water solution and 10 mL of dichloromethane were added to the residue. The dichloromethane layer was dried over MgSO4, filtered, evaporated, and purified by column chromatography (ethyl acetate:MeOH=10:1) to give the product (i.e., Compound 7) as a white solid (0.14 g, 48%).

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