Reaktion #1849202

Reaktionsgleichung

2-(trans-4-pentylcyclohexyl)-1-(2,3-dicyano-4-butyloxyphenyl)ethane

aluminum chloride

sodium chloride

→

2,3-dicyano-4-[2-(trans-4-pentylcyclohexyl)ethyl]phenol

Ausbeute 32.0%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted three times with 50 ml of dichloromethane each time
2. 2
   WaschenThe combined organic phases were washed with 250 ml of water
3. 3
   Trocknendried over magnesium sulphate
4. 4
   Einengenconcentrated

Vorschrift

A finely powdered mixture was prepared from 2.2 g of 2-(trans-4-pentylcyclohexyl)-1-(2,3-dicyano-4-butyloxyphenyl)ethane, 1.4 g of anhydrous aluminum chloride and 0.3 g of sodium chloride and this mixture was heated to 150° C. on an oil-bath for 40 minutes under anhydrous conditions. The cooled mixture was treated with 250 ml of water and extracted three times with 50 ml of dichloromethane each time. The combined organic phases were washed with 250 ml of water, dried over magnesium sulphate and concentrated. Chromatography of the residue on silica gel with toluene/ethyl acetate (vol. 4:1) gave 0.6 g of 2,3-dicyano-4-[2-(trans-4-pentylcyclohexyl)ethyl]phenol; m.p. 100°-102° C.

Quelle