反応 #880

反応方程式

potassium tert-butoxide

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

→

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

収率 77.6%

溶媒

ether

ether

反応条件

後処理

1. 1
   その他reacted at room temperature for 3 hrs
2. 2
   workup.ADDITIONwas slowly added to the reaction mixture
3. 3
   その他subjected to reaction at room temperature for 4 hrs
4. 4
   その他After completion of the reaction
5. 5
   ろ過the produced solid by-product was filtered off
6. 6
   洗浄washed with distilled water and saturated saline
7. 7
   洗浄The organic phase washed
8. 8
   乾燥was dried over anhydrous magnesium sulfate
9. 9
   その他the solvent was removed by distillation under reduced pressure
10. 10
    その他The reaction mixture was purified by Silica gel column chromatography

実験手順

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##

出典