Reacción #81760

Ecuación de reacción

2-Ethyl-bromohexane

triiodophenol

potassium carbonate

2-(2,4,6-triiodophenoxy)butane

→

2-ethyl-1-(2,4,6-triiodophenoxy)-hexane

Rendimiento 73.7%

Disolventes

DMF

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction was cooled
2. 2
   Filtraciónfiltered through a pad of celite
3. 3
   Otroevaporated in vacuo
4. 4
   Lavadowashed with water (200 ml), 1N aqueous sodium hydroxide (200 ml), water (2×200 ml) and brine (200 ml)
5. 5
   Secadodried (Na2SO4)
6. 6
   Filtraciónfiltered
7. 7
   Otroevaporated

Procedimiento

2-Ethyl-bromohexane (10.4 g, 53.0 mmol), triiodophenol (25.5 g, 54.0 mmol) and potassium carbonate (7.5 g, 54.3 mmol) were reacted in dry DMF (110 ml) at 77° C as for 2-(2,4,6-triiodophenoxy)butane. After stirring for 20 hrs, the reaction was cooled, diluted with DMF, filtered through a pad of celite and evaporated in vacuo. The resulting residue was taken up in EtOAc (500 ml), washed with water (200 ml), 1N aqueous sodium hydroxide (200 ml), water (2×200 ml) and brine (200 ml), dried (Na2SO4), filtered and evaporated. Flash column chromatography (silica, hexanes) provided 2-ethyl-1-(2,4,6-triiodophenoxy)-hexane (22.8 g, 73.7%) as a clear viscous oil.

Fuente