反応 #77543

反応方程式

1-Bromo-4-[(7-bromoheptyl)oxy] benzene

1-(2-chloro-4-pyridyl)-2-imidazolidinone

NaH

→

Compound 8

1-[7-(4-bromophenoxy)heptyl]-3-(2-chloro-4-pyridyl)-2-imidazolidinone

溶媒

dimethylformamide

反応条件

後処理

1. 1
   温度then cooled in ice bath
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for additional 4 hours
3. 3
   その他The reaction was quenched with MeOH
4. 4
   workup.ADDITIONA saturated aqueous NH4Cl solution (5 mL) and dichloromethane (10 mL) were added to the residue
5. 5
   乾燥The dichloromethane layer was dried over MgSO4
6. 6
   ろ過filtered
7. 7
   その他evaporated
8. 8
   その他purified by column chromatography (ethyl acetate:MeOH=10:1)

実験手順

To a solution of 1-(2-chloro-4-pyridyl)-2-imidazolidinone (0.12 g, 0.63 mmol) dissolved in 10 mL dimethylformamide at 0° C. was added NaH (60% dispersion in mineral oil, 27.7 mg, 0.69 mmol). The mixture was stirred at room temperature for 30 minutes; then cooled in ice bath. 1-Bromo-4-[(7-bromoheptyl)oxy] benzene (0.22 g, 0.63 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. A saturated aqueous NH4Cl solution (5 mL) and dichloromethane (10 mL) 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 8) as a white solid (0.19 g, 64%).

出典