Reaktion #322876

Reaktionsgleichung

benzaldehyde

glycerol

→

desired title compound

Ausbeute 21.1%

2-Phenyl-m-dioxan-5-ol

Ausbeute 21.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for about 5 hours
2. 2
   Sonstigethe solid collected
3. 3
   workup.DISSOLUTIONdissolved in about 1200 ml of warm toluene containing about one gram of sodium methoxide
4. 4
   WaschenThis solution was washed with about 600 ml
5. 5
   workup.ADDITIONof dilute (about 1%) dibasic sodium phosphate
6. 6
   Sonstigedried
7. 7
   SonstigeDilution with petroleum ether gave a solid which
8. 8
   Sonstigewas recrystallized from toluene-petroleum ether

Vorschrift

A mixture of about 184 g of glycerol, about 212.03 g of benzaldehyde and about 3.6 g of p-toluenesulfonic acid was refluxed for about 5 hours, using a Dean-Stark trap. The mixture was then cooled at about 0° C. for about 17 hours and the solid collected and dissolved in about 1200 ml of warm toluene containing about one gram of sodium methoxide. This solution was washed with about 600 ml of dilute (about 1%) dibasic sodium phosphate and dried. Dilution with petroleum ether gave a solid which was recrystallized from toluene-petroleum ether, giving about 76 g of the desired title compound as a white solid.

Quelle