Triethylamine → HCID 54161834, Verbindung

HRID 255961

Reaktionsgleichung

Reaktionsgleichung von HRID 255961
[CH3:1][N:2]([CH3:7])[CH:3]=[CH:4][C:5]#[N:6].C(N(CC)CC)C.[F:15][C:16]1[C:24]([F:25])=[C:23]([F:26])[C:22]([F:27])=[CH:21][C:17]=1[C:18](Cl)=[O:19]>O1CCOCC1>[CH3:1][N:2]([CH3:7])[CH:3]=[C:4]([C:18](=[O:19])[C:17]1[CH:21]=[C:22]([F:27])[C:23]([F:26])=[C:24]([F:25])[C:16]=1[F:15])[C:5]#[N:6]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 974973-(Dimethylamino)prop-2-enenitrileHCID 27336892,3,4,5-Tetrafluorobenzoyl chloride

Produkt 1

HCID 54161834HCID 54161834, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

First 9.7 g of 3-dimethylaminoacrylonitrile are added dropwise, then 10.5 g of triethylamine are added to a solution of 21.25 g of 2,3,4,5-tetrafluorobenzoyl chloride in 75 ml of anhydrous dioxane, while cooling in ice and stirring at about 10°-15° C. The mixture is heated to boiling under reflux for 4 hours, the solvent is removed by distillation in vacuo, and the residue is taken up in methylene chloride/water. The phases are separated, and the aqueous solution is again extracted with methylene chloride. The combined organic phases are washed with water, dried with sodium sulphate, and the methylene chloride is removed in vacuo. After recrystallization of the crystalline residue from ethanol, 23.5 g of 3-dimethylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile of melting point 149°-151° C. are obtained.

Aufarbeitung

  1. temperaturewhile cooling in ice
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 4 hours
  4. customthe solvent is removed by distillation in vacuo
  5. customThe phases are separated
  6. extractionthe aqueous solution is again extracted with methylene chloride
  7. washThe combined organic phases are washed with water
  8. dry with materialdried with sodium sulphate
  9. customthe methylene chloride is removed in vacuo
  10. customAfter recrystallization of the crystalline residue from ethanol, 23.5 g of 3-dimethylamino-2-(2,3,4,5-tetrafluorobenzoyl)acrylonitrile of melting point 149°-151° C.
  11. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-6a740fc8e6e64f45ae87e66116148cd8
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04699992

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