반응 #54842

반응 방정식

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

potassium hydroxide

→

3-chloro-4-cyclohexylpropiolic acid

반응 조건

후처리

1. 1
   온도The mixture is refluxed on a steam bath for 6 hours
2. 2
   기타The alcohol is evaporated
3. 3
   workup.DISSOLUTIONthe residue is dissolved in water
4. 4
   세척The ether layer is washed with water, saline
5. 5
   건조dried over sodium sulfate
6. 6
   기타The ether is removed
7. 7
   기타to give a residue which
8. 8
   기타is triturated with carbon tetrachloride
9. 9
   기타Recrystallization
10. 10
    기타triturated with boiling carbon tetrachloride

실험 절차

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.

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