反应 #54842

反应方程式

ethyl α,β-dibromo-β-(3-chloro-4-cyclohexyl)propionate

potassium hydroxide

→

3-chloro-4-cyclohexylpropiolic acid

反应条件

后处理

1. 1
   温度The mixture is refluxed on a steam bath for 6 hours
2. 2
   其他The alcohol is evaporated
3. 3
   workup.DISSOLUTIONthe residue is dissolved in water
4. 4
   洗涤The ether layer is washed with water, saline
5. 5
   干燥dried over sodium sulfate
6. 6
   其他The ether is removed
7. 7
   其他to give a residue which
8. 8
   其他is triturated with carbon tetrachloride
9. 9
   其他Recrystallization
10. 10
    其他triturated with boiling carbon tetrachloride

实验过程

Powdered ethyl α,β-dibromo-β-(3-chloro-4-cyclohexyl)propionate (33.0 g.) is added portion-wise to 20% ethanolic potassium hydroxide (135 ml) at room temperature. The mixture is refluxed on a steam bath for 6 hours. The alcohol is evaporated and the residue is dissolved in water and covered with ether and is acidified with cold, dilute hydrochloric acid. The ether layer is washed with water, saline, and dried over sodium sulfate. The ether is removed to give a residue which is triturated with carbon tetrachloride. Recrystallization is carried out from acetic acid-water. This material is digested and triturated with boiling carbon tetrachloride to give 3-chloro-4-cyclohexylpropiolic acid.

来源