Reaktion #1080483

Reaktionsgleichung

trityl chloride

5-benzyloxy-2-hydroxymethyl-4-pyridone

water

→

5-benzyloxy-2-trityloxymethyl-4-pyridone

Ausbeute 42.8%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling the mixture
2. 2
   Sonstigethe precipitate collected
3. 3
   Waschenwashed with water (2×500 mL)
4. 4
   Sonstigesucked dry
5. 5
   Temperaturafter cooling the solid
6. 6
   Sonstigeis collected
7. 7
   Waschenwashed with methanol (200 mL) and diethyl ether (2×100 mL)
8. 8
   Sonstigedried at 80° C.

Vorschrift

4-Dimethylaminopyridine (17.55 g) and trityl chloride (40.5 g) are added to a solution of 5-benzyloxy-2-hydroxymethyl-4-pyridone (30.2 g) in dry dimethylformamide and the mixture stirred and heated at 95° C. for 2 hours. After cooling the mixture is poured into iced-water (800 mL) and the precipitate collected, washed with water (2×500 mL) and sucked dry. The solid is boiled with methanol (500 mL) and after cooling the solid is collected, washed with methanol (200 mL) and diethyl ether (2×100 mL) and dried at 80° C. to give 5-benzyloxy-2-trityloxymethyl-4-pyridone (26.5 g) as a white solid, m.p. 233-5° C.

Quelle