Reaktion #93492

Reaktionsgleichung

2'-acetonaphthone

selenium dioxide

dioxane

→

2,2-Dihydroxy-2'-acetonaphthone

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated carefully
2. 2
   Temperaturto reflux
3. 3
   Temperaturmaintained
4. 4
   Temperaturat reflux for 3 hours
5. 5
   TemperaturThe mixture was cooled
6. 6
   Filtrationfiltered through diatomaceous earth
7. 7
   Sonstigethe filtrate evaporated in vacuo
8. 8
   workup.ADDITIONThe residue was treated with 300 ml of water
9. 9
   Sonstigethe resulting white solid collected
10. 10
    Sonstigerecrystallized from aqueous acetone giving the desired product as white crystals, mp 103°-120° C.

Vorschrift

A mixture of 45.1 g of 2'-acetonaphthone, 29.4 g of selenium dioxide, 350 ml of dioxane and 7.0 ml of water was stirred, heated carefully to reflux and maintained at reflux for 3 hours. The mixture was cooled, filtered through diatomaceous earth and the filtrate evaporated in vacuo. The residue was treated with 300 ml of water and the resulting white solid collected and recrystallized from aqueous acetone giving the desired product as white crystals, mp 103°-120° C.

Quelle