反应详情

温度

76 °C

A mixture of Racemate-ethyl 7-oxa-bicyclo[4.1.0]heptane-3-carboxylate (24.0 g, 140 mmol), ammonium chloride (13.6 g, 210 mmol) and sodium azide (13.7 g, 210 mmol) in N,N-dimethylformamide (120 mL) was stirred at 76° C. for 13 hours. After any insoluble matter was collected by filtration, the filtrate was concentrated under reduced pressure while not allowing the solvent to evaporate to dryness. The residue was combined with the solid matter collected by the previous filtration, and the thus-obtained mixture was dissolved in water (500 mL). The solution was extracted with ethyl acetate (500 mL). The extract was washed with water (500 mL×5) and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford the tile compound (28 g, crude) as an yellow oil. MS (ES+) C9H15N3O3 requires: 213, found: 214 [M+H]+, 236 [M+Na]+.

1. filtrationAfter any insoluble matter was collected by filtration
2. concentrationthe filtrate was concentrated under reduced pressure while not
3. customto evaporate to dryness
4. filtrationcollected by the previous filtration
5. dissolutionthe thus-obtained mixture was dissolved in water (500 mL)
6. extractionThe solution was extracted with ethyl acetate (500 mL)
7. washThe extract was washed with water (500 mL×5) and saturated brine
8. dry with materialdried over anhydrous sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated
11. customto afford the tile compound (28 g, crude) as an yellow oil