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4-[2-(1,3-Dioxan-2-yl)ethoxy]benzaldehyde → 2-[2-(4-Vinylphenoxy)ethyl]-[1,3]-dioxane

HRID 1377890
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HRID 1377890 반응식
[CH3:1]C(C)([O-])C.[K+].[O:7]1[CH2:12][CH2:11][CH2:10][O:9][CH:8]1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.CCOCC>[CH:20]([C:19]1[CH:22]=[CH:23][C:16]([O:15][CH2:14][CH2:13][CH:8]2[O:9][CH2:10][CH2:11][CH2:12][O:7]2)=[CH:17][CH:18]=1)=[CH2:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 196934674-[2-(1,3-Dioxan-2-yl)ethoxy]benzaldehydeHCID 23665647Potassium tert-butoxide

생성물 1

HCID 196934682-[2-(4-Vinylphenoxy)ethyl]-[1,3]-dioxane수율 77.6%

시약·촉매·용매 2

HCID 74505Methyltriphenyliphosphonium bromide촉매HCID 3283Diethyl Ether용매2회

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. 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##

후처리

  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

출처 및 근거

ORD 기록
ord-1e8a765101f347e8bf63a03a1a7cb9c9
출처 데이터셋
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05665841

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