반응 #54589

반응 방정식

7-(6-hydroxycyclohex-2-enyl)-hept-5Z-enoic acid

Jones reagent

→

7-(6-oxocyclohex-2-enyl)hept-5Z-enoic acid

수율 83.0%

용매

acetone

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   기타quenched by the addition of several ml of isopropyl alcohol
3. 3
   기타were removed by evaporation in vacuo
4. 4
   workup.DISSOLUTIONThe residue was dissolved in water
5. 5
   추출extracted several times with ether
6. 6
   세척The combined ether extracts were washed with brine
7. 7
   건조dried (MgSO4)
8. 8
   기타evaporated in vacuo

실험 절차

A solution of 15.8 g of 7-(6-hydroxycyclohex-2-enyl)-hept-5Z-enoic acid (as obtained by ether-pentane extraction as described above) in 300 ml of acetone was stirred with ice-bath cooling as 30 ml of standard Jones reagent was added dropwise. The resultant mixture was stirred for 10 min at 0° and then quenched by the addition of several ml of isopropyl alcohol. After stirring for another 10 min at 0° the solvents were removed by evaporation in vacuo. The residue was dissolved in water and extracted several times with ether. The combined ether extracts were washed with brine, dried (MgSO4) and evaporated in vacuo to yield 13.0 g of crude 7-(6-oxocyclohex-2-enyl)hept-5Z-enoic acid as a yellow oil.

출처