반응 #81760

반응 방정식

2-Ethyl-bromohexane

triiodophenol

potassium carbonate

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

→

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

수율 73.7%

용매

DMF

DMF

반응 조건

후처리

1. 1
   온도the reaction was cooled
2. 2
   여과filtered through a pad of celite
3. 3
   기타evaporated in vacuo
4. 4
   세척washed with water (200 ml), 1N aqueous sodium hydroxide (200 ml), water (2×200 ml) and brine (200 ml)
5. 5
   건조dried (Na2SO4)
6. 6
   여과filtered
7. 7
   기타evaporated

실험 절차

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.

출처