Reaktion #64339

Reaktionsgleichung

D-Glucurono-6,3-lactone

methanol

KOH

→

methyl β-D-glucofuranosidurono-6, 3-lactone

Ausbeute 19.3%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeequipped with mechanical stirrer
2. 2
   TemperaturThe mixture was heated for 24 hours
3. 3
   Temperaturat reflux
4. 4
   Temperaturcooled
5. 5
   FiltrationThe mixture was filtered
6. 6
   Waschenwashed with cold methanol (20 ml)

Vorschrift

D-Glucurono-6,3-lactone (100.0 g, 0.57 mole), anhydrous methanol (200.0 g, 6.24 moles), and methanesulfonic acid (3 drops) were placed in an oven dried three-necked round bottom flask equipped with mechanical stirrer, thermometer and condenser. The mixture was heated for 24 hours at reflux, cooled and neutralized with 0.1N methanolic KOH. The mixture was filtered and washed with cold methanol (20 ml) yielding 20.9g of methyl β-D-glucofuranosidurono-6, 3-lactone (MβGlucl). By further concentration of the filtrate an additional 28.2 g of MβGlucl was isolated giving a total yield of 49.1 g (45.3%), MP=139, % Purity=99.1.

Quelle