반응 #640635

반응 방정식

2-(trimethylsilyl)ethoxymethyl chloride

2-chloro-1H-benzo[d]imidazole

sodium hydride

→

1-((2-(trimethylsilyl)ethoxy)methyl)-2-chloro-1H-benzo[d]imidazole

수율 60.8%

용매

DMF

반응 조건

후처리

1. 1
   workup.STIRRINGThe resulting mixture stirred overnight
2. 2
   기타quenched with water
3. 3
   추출extracted with ethyl acetate (30 mL×3)
4. 4
   세척The combined organic layers was washed with water
5. 5
   건조dried over sodium sulfate
6. 6
   농축concentrated
7. 7
   기타to give a residue
8. 8
   기타The residue was purified by column chromatography

실험 절차

To a solution of 2-chloro-1H-benzo[d]imidazole (1 g, 6.6 mmol.) in dry DMF (10 mL) was added sodium hydride (60%, 0.26 g, 6.5 mmol.) at room temperature under nitrogen atmosphere. 2-(trimethylsilyl)ethoxymethyl chloride (SEMCl, 1.14 g, 6.8 mmol.) was added dropwise after the solution stirred for 1.5 h. The resulting mixture stirred overnight and then quenched with water and extracted with ethyl acetate (30 mL×3). The combined organic layers was washed with water, dried over sodium sulfate and concentrated to give a residue. The residue was purified by column chromatography to give 1-((2-(trimethylsilyl)ethoxy)methyl)-2-chloro-1H-benzo[d]imidazole (1.13 g, 60.8%).

출처