Reacción #1596973

Ecuación de reacción

p-hydroxybenzoic acid

8-bromo-1-octene

potassium carbonate

N,N-dimethylacetamide

→

4-(7-octenyloxy)-benzoic acid

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooled
2. 2
   Extracciónextracted with ethyl acetate (500 mL)
3. 3
   Lavadowashed two times with water (100 mL)
4. 4
   SecadoThis was dried with anhydrous magnesium sulfate
5. 5
   Filtraciónfiltered
6. 6
   OtroThe 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
   Temperaturaheated
10. 10
    Temperaturaunder reflux for 2 hours
11. 11
    TemperaturaAfter cooled
12. 12
    Filtraciónthe formed crystal was collected through filtration
13. 13
    Lavadowashed with water
14. 14
    OtroThis was dried
15. 15
    Otroto give TP-5C (63.3 g, 85%)

Procedimiento

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%).

Fuente