反応 #1596973

反応方程式

p-hydroxybenzoic acid

8-bromo-1-octene

potassium carbonate

N,N-dimethylacetamide

→

4-(7-octenyloxy)-benzoic acid

溶媒

water

反応条件

後処理

1. 1
   温度After cooled
2. 2
   抽出extracted with ethyl acetate (500 mL)
3. 3
   洗浄washed two times with water (100 mL)
4. 4
   乾燥This was dried with anhydrous magnesium sulfate
5. 5
   ろ過filtered
6. 6
   その他The 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
   温度heated
10. 10
    温度under reflux for 2 hours
11. 11
    温度After cooled
12. 12
    ろ過the formed crystal was collected through filtration
13. 13
    洗浄washed with water
14. 14
    その他This was dried
15. 15
    その他to give TP-5C (63.3 g, 85%)

実験手順

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%).

出典