反応 #77542

反応方程式

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

1-(4-fluorophenyl)-2-imidazolidinone

NaH

→

Compound 7

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

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度cooled in an ice bath
2. 2
   温度cooled in ice bath
3. 3
   workup.STIRRINGthe mixture was stirred at room temperature for additional 4 hours
4. 4
   その他The reaction was quenched with methanol
5. 5
   その他the 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
   乾燥The dichloromethane layer was dried over MgSO4
8. 8
   ろ過filtered
9. 9
   その他evaporated
10. 10
    その他purified by column chromatography (ethyl acetate:MeOH=10:1)

実験手順

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%).

出典