반응 #81768

반응 방정식

potassium carbonate

2,4,6-triiodophenol

cyclopentyl bromide

→

amber oil

수율 107.9%

2,4,6-Triiodophenoxycyclopentane

수율 107.9%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타Milled
2. 2
   건조of dry (4A sieves) dimethylformamide at room temperature
3. 3
   온도After cooling
4. 4
   여과the mixture was filtered
5. 5
   세척the collected solid was washed with chloroform
6. 6
   농축The filtrate was concentrated in vacuo

실험 절차

Milled, anhydrous potassium carbonate (14.2 g, 103 mmol, 1.2 eq) was added in portions to a stirred solution of 2,4,6-triiodophenol (40.5 g, 85.8 mmol) in 50 ml of dry (4A sieves) dimethylformamide at room temperature. After stirring for 20 minutes, cyclopentyl bromide (12 ml, 112 mmol, 1.3 eq) in dimethylformamide (20 ml) was added and the viscous mixture was gradually heated to 130° C. under argon for approximately 45 minutes. After cooling, the mixture was filtered and the collected solid was washed with chloroform. The filtrate was concentrated in vacuo to give 50 g of an amber oil The crude oily product was partitioned between ethyl acetate (300 ml) and water (500 ml); the organic layer was dried over magnesium sulfate and passed through a short pad of silica gel. The filtrate was treated with decolorizing carbon, filtered, and stripped to give an amber oil. The oil was dried at 60° C. under high vacuum to give 40.4 g (87%) of product.

출처