反应详情

To a mixture of ethyl 5-(1-hydroxyethyl)thiophene-2-carboxylate (1.01 g), diphenylphosphorylazide (1.67 g), and toluene (10 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (905 μL) under ice-cooling, followed by stirring for 30 minutes. The reaction mixture was warmed to room temperature, followed by stirring for 15 hours. The reaction liquid was washed with water and 1 M hydrochloric acid in this order, and dried over anhydrous sodium sulfate. Then, after concentration under reduced pressure, the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain ethyl 5-(1-azidoethyl)thiophene-2-carboxylate (1.03 g) as a colorless oily substance.

1. temperaturecooling
2. stirringby stirring for 15 hours
3. customThe reaction liquid
4. washwas washed with water and 1 M hydrochloric acid in this order
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationThen, after concentration under reduced pressure
7. customthe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)