تفاعل #54842

معادلة التفاعل

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

potassium hydroxide

→

3-chloro-4-cyclohexylpropiolic acid

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture is refluxed on a steam bath for 6 hours
2. 2
   أخرىThe alcohol is evaporated
3. 3
   workup.DISSOLUTIONthe residue is dissolved in water
4. 4
   غسيلThe ether layer is washed with water, saline
5. 5
   تجفيفdried over sodium sulfate
6. 6
   أخرىThe ether is removed
7. 7
   أخرىto give a residue which
8. 8
   أخرىis triturated with carbon tetrachloride
9. 9
   أخرىRecrystallization
10. 10
    أخرىtriturated with boiling carbon tetrachloride

الإجراء التجريبي

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.

المصدر