Reaktion #429537

Reaktionsgleichung

sulfuric acid

iodine

iodic acid

(2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)benzene

→

4-(2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)iodobenzene

Ausbeute 46.8%

Lösungsmittel

water

carbon tetrachloride

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperatura reflux for 2 hours
2. 2
   TemperaturAfter cooled
3. 3
   Waschenthey were washed with a saturated aqueous solution of sodium thiosulfate
4. 4
   WaschenOrganic layer was washed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   workup.DISTILLATIONthe solvent was distilled off under a reduced pressure
7. 7
   Sonstigeto obtain a yellow-brown oily product
8. 8
   SonstigeThis product was purified by a column chromatography over an alumina
9. 9
   Sonstigerecrystallized from heptane

Vorschrift

To a mixed solution comprising 250 ml of acetic acid, 25 ml of carbon tetrachloride, 25 ml of concentrated sulfuric acid, and 50 ml of water were added 26 g of the (2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)benzene mentioned above, 10 g of iodine, and 8.4 g of iodic acid, and they were stirred under a reflux for 2 hours. After cooled, they were washed with a saturated aqueous solution of sodium thiosulfate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain a yellow-brown oily product. This product was purified by a column chromatography over an alumina by using heptane as an eluent, and then recrystallized from heptane to obtain 10.3 g of 4-(2-(trans-4-(2-(4-n-propylphenyl)ethyl)cyclohexyl)ethyl)iodobenzene.

Quelle