Réaction #1596973

Équation de réaction

p-hydroxybenzoic acid

8-bromo-1-octene

potassium carbonate

N,N-dimethylacetamide

→

4-(7-octenyloxy)-benzoic acid

Solvants

water

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooled
2. 2
   Extractionextracted with ethyl acetate (500 mL)
3. 3
   Lavagewashed two times with water (100 mL)
4. 4
   SéchageThis was dried with anhydrous magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   AutreThe solvent was removed through concentration under reduced pressure
7. 7
   workup.DISSOLUTIONthe residue was dissolved in methanol (100 mL)
8. 8
   workup.ADDITIONgradually added
9. 9
   Températureheated
10. 10
    Températureunder reflux for 2 hours
11. 11
    TempératureAfter cooled
12. 12
    Filtrationthe formed crystal was collected through filtration
13. 13
    Lavagewashed with water
14. 14
    AutreThis was dried
15. 15
    Autreto give TP-5C (63.3 g, 85%)

Mode opératoire

p-hydroxybenzoic acid (33.2 g), 8-bromo-1-octene (57.3 g), potassium carbonate (41.5 g) and N,N-dimethylacetamide (200 mL) were put into a 500-mL three-neck flask, and stirred at 120° C. for 5 hours. After cooled, the reaction mixture was poured into water (200 mL), extracted with ethyl acetate (500 mL), and washed two times with water (100 mL). This was dried with anhydrous magnesium sulfate and then filtered. The solvent was removed through concentration under reduced pressure, the residue was dissolved in methanol (100 mL), and a methanol solution (20 mL) of potassium hydroxide (16.8 g) was dropwise and gradually added thereto, and heated under reflux for 2 hours. After cooled, the formed crystal was collected through filtration and washed with water. This was dried to give TP-5C (63.3 g, 85%).

Source