Реакция #1596973

Уравнение реакции

p-hydroxybenzoic acid

8-bromo-1-octene

potassium carbonate

N,N-dimethylacetamide

→

4-(7-octenyloxy)-benzoic acid

Растворители

water

Условия реакции

Обработка

1. 1
   ТемператураAfter cooled
2. 2
   Экстракцияextracted with ethyl acetate (500 mL)
3. 3
   Промывкаwashed two times with water (100 mL)
4. 4
   СушкаThis was dried with anhydrous magnesium sulfate
5. 5
   Фильтрацияfiltered
6. 6
   ДругоеThe 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
   Температураheated
10. 10
    Температураunder reflux for 2 hours
11. 11
    ТемператураAfter cooled
12. 12
    Фильтрацияthe formed crystal was collected through filtration
13. 13
    Промывкаwashed with water
14. 14
    ДругоеThis was dried
15. 15
    Другоеto give TP-5C (63.3 g, 85%)

Методика

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%).

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