Reacción #5259

Ecuación de reacción

potassium hydroxide

10-iododecyl allyl ether

methyl p-hydroxybenzoate

potassium carbonate

hydrochloric acid

→

4-(10-allyloxydecyloxy)benzoic acid

Rendimiento 80.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter conclusion of the reaction
2. 2
   Otrothe acidified reaction solution
3. 3
   Concentraciónwas then concentrated under reduced pressure
4. 4
   workup.ADDITIONWater was added to the residue
5. 5
   Otroto form a suspension
6. 6
   Otrothe insoluble matter was collected
7. 7
   Otrowas then dried

Procedimiento

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%).

Fuente