Reaktion #5259

Reaktionsgleichung

potassium hydroxide

10-iododecyl allyl ether

methyl p-hydroxybenzoate

potassium carbonate

hydrochloric acid

→

4-(10-allyloxydecyloxy)benzoic acid

Ausbeute 80.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter conclusion of the reaction
2. 2
   Sonstigethe acidified reaction solution
3. 3
   Einengenwas then concentrated under reduced pressure
4. 4
   workup.ADDITIONWater was added to the residue
5. 5
   Sonstigeto form a suspension
6. 6
   Sonstigethe insoluble matter was collected
7. 7
   Sonstigewas then dried

Vorschrift

70 mmol (22.7 g) of 10-iododecyl allyl ether, 70 mmol (10.6 g) of methyl p-hydroxybenzoate, and 70 mmol (9.6 g) of potassium carbonate were refluxed in absolute ethanol for 15 hours. After addition of an aqueous potassium hydroxide solution (containing 4.0 g of potassium hydroxide) into the reaction solution, the resulting mixture was further heated at 80° C. for 5 hours. After conclusion of the reaction, the reaction solution was acidified with hydrochloric acid, and the acidified reaction solution was then concentrated under reduced pressure. Water was added to the residue to form a suspension, and the insoluble matter was collected and was then dried, to obtain 18.7 g of 4-(10-allyloxydecyloxy)benzoic acid (Yield: 80%).

Quelle