Reaktion #1783375

Reaktionsgleichung

4-amino-4-carboxy-tetrahydropyrane hydrochloride

trimethylsilyldiazomethane diethylether

→

4-amino-4-methoxycarbonyl-tetrahydropyrane

Ausbeute 99.0%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   EinengenThe reaction mixture was concentrated in vacuo
3. 3
   workup.DISSOLUTIONthe resultant crude product was dissolved in hexane-diethylether (1 mL/1 mL)
4. 4
   workup.ADDITIONwas added an aqueous 4N hydrochloric acid
5. 5
   FiltrationThe precipitates were collected by filtration

Vorschrift

To a solution of 4-amino-4-carboxy-tetrahydropyrane hydrochloride (2 g) in methanol was added dropwise a solution of 2M trimethylsilyldiazomethane-diethylether (33 mL) under ice-cooling, and the mixture was stirred at room temperature for 4 days. The reaction mixture was concentrated in vacuo, and the resultant crude product was dissolved in hexane-diethylether (1 mL/1 mL), and thereto was added an aqueous 4N hydrochloric acid. The precipitates were collected by filtration to give 4-amino-4-methoxycarbonyl-tetrahydropyrane (2.13 g, yield: 99%) as white-crystals.

Quelle