Water → 2-(2,4-Dichlorophenyl)-1-(3-pyridyl)-1-propanone

HRID 580502Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 580502
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=2[Cl:17])=[O:8])[CH:2]=1.[H-].[Na+].[CH3:20]I.O>CN(C)C=O>[Cl:17][C:11]1[CH:12]=[C:13]([Cl:16])[CH:14]=[CH:15][C:10]=1[CH:9]([CH3:20])[C:7]([C:3]1[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=1)=[O:8]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 136712392,4-Dichlorobenzyl 3-pyridyl ketone

Produkt 1

HCID 140744312-(2,4-Dichlorophenyl)-1-(3-pyridyl)-1-propanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

28 g of 2,4-dichlorobenzyl 3-pyridyl ketone are dissolved in 800 ml of dimethylformamide and treated portionwise at 0° C. with 5.5 g of sodium hydride (50% dispersion in oil). After 2 hours at room temperature 14.9 g of methyl iodide are added and the mixture is stirred at room temperature for a further 3 hours. The mixture is then poured into water and extracted with diethyl ether. The organic phase is washed, dried over anhydrous sodium sulfate and subsequently concentrated. By chromatography on silica gel with n-hexane/ethyl acetate (1:2) there is obtained 2-(2,4-dichlorophenyl)-1-(3-pyridyl)-1-propanone as an oil.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe organic phase is washed
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationsubsequently concentrated

Quellen und Nachweise

ORD-Eintrag
ord-0a4b726cdd534cdf9af701c71168eea2
Quelldatensatz
uspto-grants-1988_06
Patentnummer
US04753947

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