Реакция #81771

Уравнение реакции

potassium carbonate

geranyl bromide

water

triiodophenol

→

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

Выход 87.0%

Растворители

dimethyl formamide

Условия реакции

Обработка

1. 1
   Температураcooled
2. 2
   Экстракцияextracted with ethyl acetate
3. 3
   ЭкстракцияThe ethyl acetate extract
4. 4
   Фильтрацияwas filtered through a short pad of silica gel
5. 5
   Промывкаalumina, eluting with ethyl acetate-hexanes (1:1)
6. 6
   КонцентрированиеThe eluent was concentrated under high vacuum
7. 7
   Другоеto give the product in 87% yield as an oil

Методика

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.

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