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4-[2-(1,3-Dioxolan-2-yl)ethoxy]benzaldehyde → 2-[2-(4-Ethenylphenoxy)ethyl]-1,3-dioxolane

HRID 786
ノート
印刷プレビュー

反応式

HRID 786 の反応式
[CH3:1]C(C)([O-])C.[K+].[O:7]1[CH2:11][CH2:10][O:9][CH:8]1[CH2:12][CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCOCC>[CH:19]([C:18]1[CH:21]=[CH:22][C:15]([O:14][CH2:13][CH2:12][CH:8]2[O:9][CH2:10][CH2:11][O:7]2)=[CH:16][CH:17]=1)=[CH2:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 196934664-[2-(1,3-Dioxolan-2-yl)ethoxy]benzaldehydeHCID 23665647Potassium tert-butoxide

生成物 1

HCID 196934692-[2-(4-Ethenylphenoxy)ethyl]-1,3-dioxolane収率 88.5%

試薬・触媒・溶媒 2

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 3283Diethyl Ether溶媒2 回

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. 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##

後処理

  1. customreacted at room temperature for 3 hrs
  2. additionwas slowly added to the reaction mixture
  3. customsubjected to reaction at room temperature for 4 hrs
  4. customAfter completion of the reaction
  5. filtrationthe produced solid by-product was filtered off
  6. washwashed with distilled water and saturated saline
  7. washThe organic phase washed
  8. dry with materialwas dried over anhydrous magnesium sulfate
  9. customthe solvent was removed by distillation under reduced pressure
  10. customThe reaction mixture was purified by Silica gel column chromatography

出典と根拠

ORDレコード
ord-09284bc5f4434b24a76abcd1557a624c
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05723258

反応ノート

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