Réaction #95260

Équation de réaction

acetic acid

7-(2-carbethoxycyclohexan-1-on-2-yl)heptanoate

sulfuric acid

→

7-(cyclohexan- 1-on-2-yl)heptanoic acid

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONA stirred mixture of 380 g
2. 2
   AutreThe cooled reaction mixture
3. 3
   workup.ADDITIONis treated with 380 g
4. 4
   Extractionof sodium carbonate and 2 liters of water and is extracted with ether
5. 5
   AutreAcidic material is partitioned from the ether
6. 6
   Extractionextract with 1.0 M sodium carbonate
7. 7
   Extractionextracted with ether
8. 8
   LavageThe extract is washed successively with water and saturated sodium chloride
9. 9
   Autredried
10. 10
    Autreevaporated
11. 11
    Autreto give an oil

Mode opératoire

A stirred mixture of 380 g. of mixed methyl and ethyl esters of 7-(2-carbethoxycyclohexan-1-on-2-yl)heptanoate (Example 10), 202 ml. of concentrated sulfuric acid, 970 ml. of glacial acetic acid, and 970 ml. of water is refluxed for 22.5 hours. The cooled reaction mixture is treated with 380 g. of sodium carbonate and 2 liters of water and is extracted with ether. Acidic material is partitioned from the ether extract with 1.0 M sodium carbonate. The aqueous phase is acidified with concentrated hydrochloric acid and extracted with ether. The extract is washed successively with water and saturated sodium chloride, dried, and evaporated to give an oil.

Source