Reaktion #543533

Reaktionsgleichung

potassium iodide

4-(4-aminophenyl)butyric acid

hydrochloric acid

sodium nitrite

→

4-(4-iodophenyl)butyric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadding slowly so as
2. 2
   SonstigeThe layers were separated
3. 3
   SonstigeThe organic phase was purified by flash chromatography

Vorschrift

A 5 C. mixture of 4-(4-aminophenyl)butyric acid (1.0 eq) and aqueous 6N hydrochloric acid (5.44 eq) was treated with 1.05 eq of a 3N aqueous solution of sodium nitrite, adding slowly so as to keep the temperature below 5 C. A solution of 2.8N aqueous potassium iodide (1.01 eq) was added. The reaction was stirred overnight. The layers were separated. The organic phase was purified by flash chromatography using methanol/methylene chloride as eluant to give 4-(4-iodophenyl)butyric acid.

Quelle