Reaktion #217451

Reaktionsgleichung

dimethylformamide

allyl(4-chlorobutyl) ether

4-hydroxybenzoic acid

potassium carbonate

→

4-(4-allyloxybutyloxy)benzoic acid

Ausbeute 123.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe solution was extracted with toluene
2. 2
   WaschenThe toluene layer was washed well with water
3. 3
   workup.DISTILLATIONtoluene was distilled off
4. 4
   workup.ADDITIONSodium hydroxide 20 g, water 50 ml and ethanol 200 ml were added to the resulting residue
5. 5
   Temperaturrefluxed for 2 hours
6. 6
   workup.DISTILLATIONEthanol was distilled off
7. 7
   workup.ADDITIONhydrochloric acid was added to the residue
8. 8
   ExtraktionThe solution was extracted with diethyl ether
9. 9
   Trocknenthe extract was dried on anhydrous magnesium sulfate
10. 10
    SonstigeA residue obtained
11. 11
    workup.DISTILLATIONby distilling the solvent
12. 12
    Sonstigeoff was recrystallized from a mixed solvent of ethanol and water

Vorschrift

A dimethylformamide (50 ml) solution of allyl(4-chlorobutyl) ether 14 g, 4-hydroxybenzoic acid 14 g and potassium carbonate 14 g was stirred at 90° C. for 3 hours. Water was added thereto, and the solution was extracted with toluene. The toluene layer was washed well with water, and then toluene was distilled off. Sodium hydroxide 20 g, water 50 ml and ethanol 200 ml were added to the resulting residue and refluxed for 2 hours. Ethanol was distilled off, and then hydrochloric acid was added to the residue to acidify the solution. The solution was extracted with diethyl ether, and the extract was dried on anhydrous magnesium sulfate. A residue obtained by distilling the solvent off was recrystallized from a mixed solvent of ethanol and water to obtain 29 g of 4-(4-allyloxybutyloxy)benzoic acid. Phase transition temperature: C94N107I.

Quelle