Reaktion #500410

Reaktionsgleichung

3,4-Epoxytetrahydrofuran

sodium azide

ammonium chloride

→

title compound

Ausbeute 74.0%

trans-4-Azido-3-hydroxy tetrahydrofuran

Ausbeute 74.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled
2. 2
   Filtrationfiltered
3. 3
   Sonstigeevaporated under reduced pressure
4. 4
   workup.ADDITIONThe residue was diluted with water
5. 5
   Extraktionextracted with ethyl acetate
6. 6
   Sonstigedried
7. 7
   Sonstigeevaporated under reduced pressure

Vorschrift

3,4-Epoxytetrahydrofuran (9 g, 105 mmol) was added to a stirred solution of sodium azide (27 g, 415 mmol) and ammonium chloride (9 g, 159 mmol) in aqueous methanol (95%, 200 ml). The reaction was heated to 75° C. and stirred for 20 hours. The reaction was cooled, filtered and evaporated under reduced pressure. The residue was diluted with water and extracted with ethyl acetate, dried and evaporated under reduced pressure to afford the title compound as a colourless oil, 10 g, 74% yield.

Quelle