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4'-Hydroxyacetophenone → HCID 10061000, Verbindung

HRID 1732484
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1732484
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[Br:11][CH2:12][CH2:13][CH2:14]Br.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:11][CH2:12][CH2:13][CH2:14][O:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 74694'-HydroxyacetophenoneHCID 80011,3-DibromopropaneHCID 11430Potassium Carbonate

Produkt 1

HCID 10061000HCID 10061000, VerbindungAusbeute 70,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

p-Hydroxyacetophenone (13.6 g.), 1,3-dibromopropane (121.2 g.) and potassium carbonate (15.8 g.) were dissolved in acetone (250 ml.), and the solution was refluxed under heating for 6 hours. After the reaction mixture was filtered, the acetone was removed by evaporation from the filtrate under reduced pressure to give an oily residue. The excess of 1,3-dibromopropane was removed by distillation from the oily residue under reduced pressure to give a residue, which was subjected to column chromatography on silica gel (20 g.). Elution was carried out with benzene and the fractions containing a desired compound were collected. The eluate was evaporated to dryness under reduced pressure to give p-(3-bromopropoxy)acetophenone (18 g.).

Aufarbeitung

  1. temperaturethe solution was refluxed
  2. temperatureunder heating for 6 hours
  3. filtrationAfter the reaction mixture was filtered
  4. customthe acetone was removed by evaporation from the filtrate under reduced pressure
  5. customto give an oily residue
  6. customThe excess of 1,3-dibromopropane was removed by distillation from the oily residue under reduced pressure
  7. customto give a residue, which
  8. washElution
  9. additionthe fractions containing a desired compound
  10. customwere collected
  11. customThe eluate was evaporated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c8365c8601ba4b9da2e0285c323cf354
Quelldatensatz
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04237305

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