Реакция #880

Уравнение реакции

potassium tert-butoxide

4-(2-[1,3]-dioxane-2-yl-ethoxy)benzaldehyde

→

2-[2-(4-vinylphenoxy)ethyl]-[1,3]-dioxane

Выход 77.6%

Растворители

ether

ether

Условия реакции

Обработка

1. 1
   Другоеreacted at room temperature for 3 hrs
2. 2
   workup.ADDITIONwas slowly added to the reaction mixture
3. 3
   Другоеsubjected to reaction at room temperature for 4 hrs
4. 4
   ДругоеAfter completion of the reaction
5. 5
   Фильтрацияthe produced solid by-product was filtered off
6. 6
   Промывкаwashed with distilled water and saturated saline
7. 7
   ПромывкаThe organic phase washed
8. 8
   Сушкаwas dried over anhydrous magnesium sulfate
9. 9
   Другоеthe solvent was removed by distillation under reduced pressure
10. 10
    ДругоеThe reaction mixture was purified by Silica gel column chromatography

Методика

In another 2 liter flask, 57.2 g of methyl triphenylphosphonium bromide was placed. 500 ml of anhydrous ether was poured and then, stirred. To the resulting solution was slowly added 18.0 g of potassium tert-butoxide and reacted at room temperature for 3 hrs. 25.6 g of the above 4-(2-[1,3]-dioxane-2-yl-ethoxy)benzaldehyde was dissolved in 200 ml of anhydrous ether and was slowly added to the reaction mixture and then subjected to reaction at room temperature for 4 hrs. After completion of the reaction, the produced solid by-product was filtered off and washed with distilled water and saturated saline. The organic phase washed was dried over anhydrous magnesium sulfate and the solvent was removed by distillation under reduced pressure. The reaction mixture was purified by Silica gel column chromatography to obtain 19.7 g of 2-[2-(4-vinylphenoxy)ethyl]-[1,3]-dioxane, represented by the following formula: ##STR9##

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