Reaktion #322877

Reaktionsgleichung

water

2-phenyl-m-dioxan-5-ol

sodium hydride

benzyl bromide

→

desired title compound

Ausbeute 90.0%

5-(Benzyloxy)-2-phenyl-m-dioxane

Ausbeute 90.0%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturthe mixture was cooled in ice
3. 3
   workup.STIRRINGThe mixture was stirred at room temperature overnight
4. 4
   Sonstigethe solid collected
5. 5
   workup.DISSOLUTIONThis solid was dissolved in hot toluene
6. 6
   Sonstigedried
7. 7
   Filtrationfiltered
8. 8
   workup.ADDITIONdiluted with an equal volume of petroleum ether
9. 9
   workup.WAITAfter standing about 4 hours at about 0° C.
10. 10
    Sonstigethe solid was collected

Vorschrift

To a suspension of about 19.63 g of about 50% sodium hydride in about 450 ml of dimethylformamide was added, portionwise, over about 15 minutes about 67 g of 2-phenyl-m-dioxan-5-ol. After stirring about 20 minutes, the mixture was cooled in ice and about 69.95 g of benzyl bromide was added dropwise over about 20 minutes. The mixture was stirred at room temperature overnight, water was added and the solid collected. This solid was dissolved in hot toluene, dried, filtered and diluted with an equal volume of petroleum ether. After standing about 4 hours at about 0° C. the solid was collected, giving about 90.5 g of the desired title compound.

Quelle