Reaktion #575470

Reaktionsgleichung

2,5-dihydroxybenzoic acid methyl ester

1-bromooctadecane

potassium carbonate

→

2-hydroxy-5-(octadecyloxy)benzoic acid methyl ester

Ausbeute 70.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 24 hours
2. 2
   SonstigeThe solvent was removed at reduced pressure
3. 3
   workup.ADDITIONthe residue was treated with water
4. 4
   ExtraktionThe product was extracted with ethyl acetate
5. 5
   Extraktionthe dried extract
6. 6
   Einengenwas concentrated to a solid which
7. 7
   Sonstigewas recrystallized from ethyl acetate-hexane

Vorschrift

A mixture of 2.0 g (11.9 mmol) of 2,5-dihydroxybenzoic acid methyl ester, 4.55 g (13.1 mmol) of 1-bromooctadecane and 1.9 g (13.7 mmol) of potassium carbonate in 50 ml of acetone was stirred at reflux for 24 hours. The solvent was removed at reduced pressure and the residue was treated with water. The product was extracted with ethyl acetate and the dried extract was concentrated to a solid which was recrystallized from ethyl acetate-hexane to give 3.5 g (70% yield, mp 53°-54°) of 2-hydroxy-5-(octadecyloxy)benzoic acid methyl ester.

Quelle