تفاعل #882

ord-09284bc5f4434b24a76abcd1557a624c

معادلة التفاعل

CC(C)(C)[O-].[K+]
potassium tert-butoxide
O=Cc1ccc(OCCC2OCCO2)cc1
4-(2-[1,3]-dioxolan-2-yl-ethoxy)benzaldehyde
C=Cc1ccc(OCCC2OCCO2)cc1
2-[2-(4-vinylphenoxy)ethyl]-[1,3]-dioxolan
المردود 88.5%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىreacted at room temperature for 3 hrs
  2. 2
    workup.ADDITIONwas slowly added to the reaction mixture
  3. 3
    أخرىsubjected to reaction at room temperature for 4 hrs
  4. 4
    أخرىAfter completion of the reaction
  5. 5
    ترشيحthe produced solid by-product was filtered off
  6. 6
    غسيلwashed with distilled water and saturated saline
  7. 7
    غسيلThe organic phase washed
  8. 8
    تجفيفwas dried over anhydrous magnesium sulfate
  9. 9
    أخرىthe solvent was removed by distillation under reduced pressure
  10. 10
    أخرىThe reaction mixture was purified by Silica gel column chromatography

الإجراء التجريبي

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##

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723258uspto-grants-1998_03