反应详情

温度

-70 °C

Combine 2-chloro-1H-benzimidazole (15.3 g, 100 mmol) and tetrahydrofuran (300 mL). Cool to −70° C. Add dropwise, a solution of potassium bis(trimethylsilyl)amide (200 mL, 0.5 M in toluene, 100 mmol). After 30 minutes, add 2-chloroethyl ethyl ether (22.2 g, 200 mmol) and tetrabutylammonium bromide (0.5 g). Warm to ambient temperature and heat to reflux. After 12 hours, cool to ambient temperature and add water. Separate the organic layer and extract the aqueous layer with dichloromethane. Dry the combined organic layers over Na2SO4, filter, and evaporate in vacuo to give 1-(2-ethoxyethyl)-2-chloro-1H-benzimidazole.

1. additionAdd dropwise
2. temperatureWarm to ambient temperature
3. temperatureheat to reflux
4. waitAfter 12 hours
5. temperaturecool to ambient temperature
6. customSeparate the organic layer
7. extractionextract the aqueous layer with dichloromethane
8. dry with materialDry the combined organic layers over Na2SO4
9. filtrationfilter
10. customevaporate in vacuo