Reaktion #417164

Reaktionsgleichung

hexanoic acid, 4-tetradecylphenyl ester

aluminum chloride

hydrochloric acid

→

desired compound

Ausbeute 170.1%

1-(2-Hydroxy-5-tetradecylphenyl)-1-hexanone

Ausbeute 170.1%

Lösungsmittel

ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThis mixture was heated for an additional hour
2. 2
   Temperaturto cool
3. 3
   WaschenThe organic layer was washed with water
4. 4
   Sonstigedried
5. 5
   Sonstigethe solvent evaporated
6. 6
   SonstigeThe residue was chromatographed on silica gel
7. 7
   Wascheneluting with hexane:ethyl acetate (50:1)

Vorschrift

To a melted liquid of 38.8 g of hexanoic acid, 4-tetradecylphenyl ester at 80°-95° C. was added 26.67 g of aluminum chloride in small portions over a period of 2 hours. This mixture was heated for an additional hour, then allowed to cool, diluted with ether and poured onto ice containing 10 ml of concentrated hydrochloric acid. The organic layer was washed with water, dried and the solvent evaporated. The residue was chromatographed on silica gel, eluting with hexane:ethyl acetate (50:1), giving 33 g of the desired compound, mp 41°-42° C.

Quelle