Iodoethane → N-(3-(3-(Dimethylamino)-1-oxo-2-propenyl)phenyl)-N-ethylacetamide

HRID 501879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 501879
C[O-].[Na+].[CH3:4][N:5]([CH3:20])[CH:6]=[CH:7][C:8]([C:10]1[CH:11]=[C:12]([NH:16][C:17](=[O:19])[CH3:18])[CH:13]=[CH:14][CH:15]=1)=[O:9].[CH2:21](I)[CH3:22]>CN(C)C=O>[CH3:20][N:5]([CH3:4])[CH:6]=[CH:7][C:8]([C:10]1[CH:11]=[C:12]([N:16]([CH2:21][CH3:22])[C:17](=[O:19])[CH3:18])[CH:13]=[CH:14][CH:15]=1)=[O:9]

Komponenten

5

Edukt 3

HCID 6340IodoethaneHCID 10942334Sodium MethoxideHCID 53412415N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamide

Produkt 1

HCID 53395302N-(3-(3-(Dimethylamino)-1-oxo-2-propenyl)phenyl)-N-ethylacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

17.5 gm Sodium methoxide was added portion wise to a clear solution of 50 gm N-[3-[3-(Dimethylamino)-1-oxo-2-propenyl]-phenyl] acetamide and 85 gm ethyl iodide in 500 ml dimethyl formamide. After 6 hrs of stirring at room temperature, the reaction mass was quenched in 5 liters of water and extracted in dichloromethane. The dichloromethane layer was washed with water, dried over sodium sulphate and concentrated under vacuum to get oil, which upon trituration in hexane gave the title product as a solid.

Aufarbeitung

  1. customthe reaction mass was quenched in 5 liters of water
  2. extractionextracted in dichloromethane
  3. washThe dichloromethane layer was washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated under vacuum
  6. customto get oil, which upon trituration in hexane

Quellen und Nachweise

ORD-Eintrag
ord-743d668e962640679b910f8e9d134778
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772394B2

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