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

HRID 501878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 501878
[CH3:1][C:2](C)([O-])C.[K+].[CH3:7][N:8]([CH3:23])[CH:9]=[CH:10][C:11]([C:13]1[CH:14]=[C:15]([NH:19][C:20](=[O:22])[CH3:21])[CH:16]=[CH:17][CH:18]=1)=[O:12].C(I)C.CCCCCC>CN(C)C=O.ClCCl>[CH3:23][N:8]([CH3:7])[CH:9]=[CH:10][C:11]([C:13]1[CH:14]=[C:15]([N:19]([CH2:1][CH3:2])[C:20](=[O:22])[CH3:21])[CH:16]=[CH:17][CH:18]=1)=[O:12]

Komponenten

7

Edukt 4

HCID 6340IodoethaneHCID 8058HexaneHCID 23665647Potassium tert-butoxideHCID 53412415N-[3-(3-Dimethylaminoacryloyl)phenyl]acetamide

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4.25 gm of Potassium tert-butoxide was added portion wise to a clear solution of 5 gm N-[3-[3-(Dimethylamino)-1-oxo-2-propenyl]-phenyl] acetamide in 50 ml dimethyl formamide. A solution of 5.25 gm Ethyl iodide in 20 ml dimethyl formamide was added drop wise over 3 hrs. at 35° C.-40° C. The reaction mass was stirred for 6 hrs and then quenched in 300 ml of water and extracted in dichloromethane. The organic layer was washed with water, dried over sodium sulphate and concentrated under vacuum to get oil, which was dissolved in 5 ml dichloromethane and 50 ml hexane was added to precipitate the product. The solids obtained was filtered and washed with hexane and dried in vacuum tray dryer at 35° C. for 6 hrs.

Aufarbeitung

  1. customat 35° C.-40° C
  2. customquenched in 300 ml of water
  3. extractionextracted in dichloromethane
  4. washThe organic layer was washed with water
  5. dry with materialdried over sodium sulphate
  6. concentrationconcentrated under vacuum
  7. customto get oil, which
  8. customto precipitate the product
  9. customThe solids obtained
  10. filtrationwas filtered
  11. washwashed with hexane
  12. customdried in vacuum tray dryer at 35° C. for 6 hrs

Quellen und Nachweise

ORD-Eintrag
ord-a6c3cf3bcf2e4bd9bd54a0e991f91f63
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772394B2

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