反应详情

A suspension of (3-phthalimidoacetonyl)bromide, ethylene ketal (70.0 g, 210mmole) and sodium azide (33.0 g, 504 mmole) in 25 ml. of dimethyl sulfoxideis heated on a steambath under nitrogen for 4 days. The above mixture is poured onto ice and extracted with chloroform (3×, 500 ml). The chloroform extract is washed with water (2×), saturated sodium chloride solution and dried over anhydrous sodium sulfate. Evaporation of chloroform in vacuo gives a white oil which on trituration with hexane crystallizes to afford 59 g, (95%) of (3-phthalimidoacetonyl)azide, ethylene ketal as white prisms of melting point 90.5°-92° C.An analytical sample recrystallized from ethyl acetate hexane has a meltingpoint 92.5°-93.5° C.

1. temperatureof dimethyl sulfoxideis heated on a steambath under nitrogen for 4 days
2. additionThe above mixture is poured onto ice
3. extractionextracted with chloroform (3×, 500 ml)
4. extractionThe chloroform extract
5. washis washed with water (2×), saturated sodium chloride solution
6. dry with materialdried over anhydrous sodium sulfate
7. customEvaporation of chloroform in vacuo
8. customgives a white oil which on trituration with hexane
9. customcrystallizes