Reaktion #577215

Reaktionsgleichung

allyl(4-chlorobutyl) ether

4-hydroxybenzoic acid

potassium carbonate

dimethylformamide

→

4-(4-allyloxybutyloxy)benzoic acid

Ausbeute 123.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionwas then extracted with toluene
2. 2
   WaschenThe toluene layer was well washed with water
3. 3
   workup.DISTILLATIONtoluene was distilled off
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
   Temperaturby refluxing for 2 hours
6. 6
   workup.DISTILLATIONEthanol was distilled off
7. 7
   workup.ADDITIONhydrochloric acid was added
8. 8
   ExtraktionThe mixture was extracted with diethyl ether
9. 9
   Trocknendried over anhydrous magnesium sulfate
10. 10
    SonstigeA residue obtained
11. 11
    workup.DISTILLATIONby distilling the solvent
12. 12
    Sonstigewas recrystallized from a mixed solvent of ethanol and water

Vorschrift

A reaction mixture containing 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 the reaction mixture, which was then extracted with toluene. The toluene layer was well washed with water, and then toluene was distilled off. 20 g of sodium hydroxide, 50 mL of water and 200 mL of ethanol were added to the resulting residue, followed by refluxing for 2 hours. Ethanol was distilled off, and hydrochloric acid was added to make the reaction mixture acidic. The mixture was extracted with diethyl ether and dried over anhydrous magnesium sulfate. A residue obtained by distilling the solvent was recrystallized from a mixed solvent of ethanol and water to obtain 29 g of 4-(4-allyloxybutyloxy)benzoic acid.

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