반응 #81769

반응 방정식

2,4,6-triiodophenol

potassium carbonate

2-cyclopentylethylmethanesulfonate

→

desired product

수율 73.0%

2-(2,4,6-Triiodophenoxy)ethylcyclopentane

수율 73.0%

용매

dimethylformamide

dimethylformamide

반응 조건

후처리

1. 1
   workup.ADDITIONwas added dropwise over 10 minutes
2. 2
   기타the solvent was then removed under vacuum
3. 3
   기타The resulting amber residue was partitioned between ethyl acetate (200 ml) and water (30 ml)
4. 4
   추출The aqueous layer was further extracted with ethyl acetate (2×250 ml)
5. 5
   workup.ADDITIONthe combined ethyl acetate extracts were treated with decolorizing carbon
6. 6
   건조dried over magnesium sulfate
7. 7
   기타The filtrate was evaporated under vacuum

실험 절차

To a stirred mixture of 2,4,6-triiodophenol (20.36 g, 43.2 mmol) and milled anhydrous potassium carbonate (7.2 g, 52.2 mmol) in 75 ml of dry dimethylformamide was added dropwise over 10 minutes, a solution of 2-cyclopentylethylmethanesulfonate (8.2 g, 42.7 mmol) in 10 ml of dimethylformamide. The mixture was heated at 65° C. under argon overnight and the solvent was then removed under vacuum. The resulting amber residue was partitioned between ethyl acetate (200 ml) and water (30 ml). The aqueous layer was further extracted with ethyl acetate (2×250 ml) and the combined ethyl acetate extracts were treated with decolorizing carbon, dried over magnesium sulfate and passed through a short pad of basic alumina. The filtrate was evaporated under vacuum to give 17.5 g (73%) of the desired product as an amber oil.

출처