Reacción #2069931

Ecuación de reacción

dimethylformamide

allyl (4-chlorobutyl) ether

4-hydroxybenzoic acid

potassium carbonate

→

4-(4-allyloxybutyloxy)benzoic acid

Rendimiento 123.0%

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with toluene
2. 2
   Lavadothe toluene layer was well washed with water, and toluene
3. 3
   Otrowas evaporated away
4. 4
   workup.ADDITION20 g of sodium hydroxide, 50 ml of water and 200 ml of ethanol were added to the resulting residue
5. 5
   Temperaturarefluxed for 2 hours
6. 6
   OtroEthanol was evaporated away
7. 7
   workup.ADDITIONhydrochloric acid was added
8. 8
   Extracciónextracted with diethyl ether
9. 9
   Secadodried with anhydrous magnesium sulfate
10. 10
    OtroThe solvent was evaporated away
11. 11
    Otrothe resulting residue was recrystallized from a mixed solvent of ethanol and water

Procedimiento

A solution comprising 14 g of allyl (4-chlorobutyl) ether, 14 g of 4-hydroxybenzoic acid, 14 g of potassium carbonate and 50 ml of dimethylformamide was stirred at 90° C. for 3 hours. Water was added to it, and extracted with toluene, and the toluene layer was well washed with water, and toluene was evaporated away. 20 g of sodium hydroxide, 50 ml of water and 200 ml of ethanol were added to the resulting residue, and refluxed for 2 hours. Ethanol was evaporated away, and hydrochloric acid was added to make it acidic, and then extracted with diethyl ether and dried with anhydrous magnesium sulfate. The solvent was evaporated away, and the resulting residue was recrystallized from a mixed solvent of ethanol and water to obtain 29 g of 4-(4-allyloxybutyloxy)benzoic acid.

Fuente