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4-Chlorophenol → HCID 14328588, Verbindung

HRID 1087699
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1087699
Cl[CH2:2][C:3](=[O:10])[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6].[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:2][C:3](=[O:10])[C:4]([CH3:9])([CH3:8])[CH:5]([CH3:7])[CH3:6])=[CH:14][CH:13]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 46844-ChlorophenolHCID 11430Potassium CarbonateHCID 132952261-Chloro-3,3,4-trimethylpentan-2-one

Produkt 1

HCID 14328588HCID 14328588, VerbindungAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

461.5 9 (2.84 mols) of 1-chloro-3,3,4-trimethylpentan-2-one are added with stirring over the course of 1 hour to a mixture of 364.9 g (2.84 mols of 4-chlorophenol and 392 g (2.84 mols of potassium carbonate heated to 100° C. in 2,700 ml of N,N-dimethylformamide. After heating at 100° C. for ten hours, the mixture is cooled to 20° C., precipitated potassium chloride is removed by filtration, and the filtrate is evaporated under reduced pressure. The residue is taken up in 1,500 ml of dichloromethane and washed twice with 750 ml of 5% strength aqueous sodium hydroxide solution and 750 ml of water each time. After drying the organic phase over anhydrous sodium sulphate, the solvent is removed by distillation under reduced pressure and the oily residue is distilled in vacuo. 632 g (87.4% of theory) of 1-(4-chlorophenoxy)-3,3,4-trimethylpentan-2-one of boiling point 147°-148° C./0.15 torr are thus obtained.

Aufarbeitung

  1. temperaturethe mixture is cooled to 20° C.
  2. customprecipitated potassium chloride
  3. customis removed by filtration
  4. customthe filtrate is evaporated under reduced pressure
  5. washwashed twice with 750 ml of 5% strength aqueous sodium hydroxide solution and 750 ml of water each time
  6. dry with materialAfter drying the organic phase over anhydrous sodium sulphate
  7. customthe solvent is removed by distillation under reduced pressure
  8. distillationthe oily residue is distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c01771d9d7854c478097b613c2f82c4c
Quelldatensatz
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04960453

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