Reaktion #315877

Reaktionsgleichung

sodium thiosulfate

4-(Imidazol-1-yl)phenol

Iodine

→

4-(imidazol-1-yl)-2-iodophenol

Ausbeute 14.0%

Lösungsmittel

methanol

water

dichloromethane

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred
2. 2
   Einengenwas then concentrated
3. 3
   ExtraktionThe concentrate was extracted with chloroform
4. 4
   Waschenthe chloroform layer was then washed with water and saturated brine
5. 5
   Trocknenwas dried over anhydrous sodium sulfate
6. 6
   SonstigeThe solvent was removed
7. 7
   workup.DISTILLATIONby distillation under the reduced pressure
8. 8
   Sonstigethe residue was purified by thin layer chromatography

Vorschrift

4-(Imidazol-1-yl)phenol (500 mg) was dissolved in water (6 ml), methanol (18 ml), and dichloromethane (6 ml) to prepare a solution. Iodine (1.58 g) was added to the solution, and the mixture was stirred at room temperature for 8 days. An aqueous sodium thiosulfate solution and methanol were added to the reaction solution, and the mixture was stirred and was then concentrated. The concentrate was extracted with chloroform, and the chloroform layer was then washed with water and saturated brine and was dried over anhydrous sodium sulfate. The solvent was removed therefrom by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give 4-(imidazol-1-yl)-2-iodophenol (123 mg, yield 14%).

Quelle