반응 #81771

반응 방정식

potassium carbonate

geranyl bromide

water

triiodophenol

→

(E)-1-(2,4,6-Triiodophenoxy)-3,7-dimethyl-2,6-octadiene

수율 87.0%

용매

dimethyl formamide

반응 조건

후처리

1. 1
   온도cooled
2. 2
   추출extracted with ethyl acetate
3. 3
   추출The ethyl acetate extract
4. 4
   여과was filtered through a short pad of silica gel
5. 5
   세척alumina, eluting with ethyl acetate-hexanes (1:1)
6. 6
   농축The eluent was concentrated under high vacuum
7. 7
   기타to give the product in 87% yield as an oil

실험 절차

A mixture of triiodophenol (10.0 g, 21.2 mmol), milled potassium carbonate (3.1 g, 22.5 mmol, 1.06 eq) and geranyl bromide (4.0 ml, 20.2 mmol) in dimethyl formamide (25 ml) was heated to 50° C. for 2 hrs and cooled. The mixture was poured into 300 ml of water and extracted with ethyl acetate. The ethyl acetate extract was filtered through a short pad of silica gel, then alumina, eluting with ethyl acetate-hexanes (1:1). The eluent was concentrated under high vacuum to give the product in 87% yield as an oil.

출처