반응 #882

반응 방정식

potassium tert-butoxide

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

→

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

수율 88.5%

용매

ether

ether

반응 조건

후처리

1. 1
   기타reacted at room temperature for 3 hrs
2. 2
   workup.ADDITIONwas slowly added to the reaction mixture
3. 3
   기타subjected to reaction at room temperature for 4 hrs
4. 4
   기타After completion of the reaction
5. 5
   여과the produced solid by-product was filtered off
6. 6
   세척washed with distilled water and saturated saline
7. 7
   세척The organic phase washed
8. 8
   건조was dried over anhydrous magnesium sulfate
9. 9
   기타the solvent was removed by distillation under reduced pressure
10. 10
    기타The reaction mixture was purified by Silica gel column chromatography

실험 절차

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. 23.7 g of the above 4-(2-[1,3]-dioxolan-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 20.8 g of 2-[2-(4-vinylphenoxy)ethyl]-[1,3]-dioxolan, represented by the following formula: ##STR10##

출처