反応 #324019

反応方程式

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

potassium hydroxide

→

3-chloro-4-cyclohexylpropiolic acid

反応条件

後処理

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

実験手順

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.

出典