反应详情

Imidazole (17.8 g, 261 mmol) was dissolved in dimethylformamide (100 ml) and t-butyldimethylsilyl chloride (36.3 g, 241 mmol) was added and stirred. 2-(2-chloroethoxy)ethanol (25.0 g, 200 mmol) was added dropwise over 1 hour under cooling with ice, and the mixture was stirred for 1 further hour, left standing overnight at room temperature, and then poured into saturated aqueous NaCl (500 ml). The resulting mixture was extracted twice with ether. The extract was washed twice with saturated aqueous NaCl, and dried over MgSO4. Then the solvent was removed in vacuo, giving 1-chloro-2-(2-t-butyldimethylsilyloxyethoxy)ethane (47.8 g, yield).

1. temperatureunder cooling with ice
2. stirringthe mixture was stirred for 1 further hour
3. waitleft
4. extractionThe resulting mixture was extracted twice with ether
5. washThe extract was washed twice with saturated aqueous NaCl
6. dry with materialdried over MgSO4
7. customThen the solvent was removed in vacuo