Réaction #334982

Équation de réaction

dodecylbromide

4-hydroxybenzoic acid

potassium carbonate

hydrochloric acid

→

titled compound

dodecyloxybenzoic acid

Solvants

Diethyl ether

dimethylformamide

water

Conditions de réaction

Traitement

1. 1
   Extractionextraction
2. 2
   workup.DISTILLATIONthe extracted layer was distilled
3. 3
   Autreto remove the solvent
4. 4
   workup.ADDITIONThe residue was added to a solution of sodium hydroxide (3 g)
5. 5
   Températurewater (10 ml) and ethanol(50 ml) and the solution was refluxed for about one day
6. 6
   workup.DISTILLATIONdistilled
7. 7
   Autreto remove the solvent
8. 8
   Concentrationconcentrated
9. 9
   AutreSolid collected
10. 10
    Autrewas recrystallized from water/ethanol

Mode opératoire

A solution of dodecylbromide (8.2 g, 4-hydroxybenzoic acid (5 g) and potassium carbonate (5 g) in dimethylformamide (100 ml) was stirred at 130° C. for two hours. The solution was poured in water and neutralized with dilute aqueous hydrochloric acid solution. Diethyl ether was added in order to effect extraction and the extracted layer was distilled to remove the solvent. The residue was added to a solution of sodium hydroxide (3 g). water (10 ml) and ethanol(50 ml) and the solution was refluxed for about one day. The solution was neutralized with dilute aqueous hydrochloric acid solution and distilled to remove the solvent and concentrated. Solid collected was recrystallized from water/ethanol to obtain the titled compound (4.9 g).

Source