反应详情

温度

0 °C

Tert-butyl 1-oxo-4-phenyl-2,7-diazaspiro[4.5]decane-7-carboxylate (1 g, 3.03 mmol) in THF (13 ml) cooled to 0° C. was treated with sodium hydride (60% in oil) (4.54 mmol, 0.182 g). The reaction mixture was stirred at 0° C. for 5 minutes and stirred at room temperature for 1 hour. The reaction mixture was cooled back down to 0° C. and treated dropwise with 1,1,1-trifluoroethyl trichloromethanesulfonate (0.547 ml, 3.33 mmol) in THF (2 ml). The reaction mixture was stirred at room temperature for 9 hours. The reaction was quenched with water and extracted with EtOAc. The organic portion was dried (MgSO4) and concentrated in vacuo. The crude product was purified by silica chromatography, eluting with 0-20% ethyl acetate/iso-hexane. The relevant fractions were combined and concentrated in vacuo to give tert-butyl 1-oxo-4-phenyl-2-(2,2,2-trifluoroethyl)-2,7-diazaspiro[4.5]decane-7-carboxylate.

1. stirringstirred at room temperature for 1 hour
2. temperatureThe reaction mixture was cooled back down to 0° C.
3. stirringThe reaction mixture was stirred at room temperature for 9 hours
4. customThe reaction was quenched with water
5. extractionextracted with EtOAc
6. dry with materialThe organic portion was dried (MgSO4)
7. concentrationconcentrated in vacuo
8. customThe crude product was purified by silica chromatography
9. washeluting with 0-20% ethyl acetate/iso-hexane
10. concentrationconcentrated in vacuo