Triethylamine → N-methyl-3-oxo-N-(3-phenyl-2-propene-1-yl)butyramide

HRID 1700338

Reaktionsgleichung

Reaktionsgleichung von HRID 1700338
[CH3:1][NH:2][CH2:3][CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1.C(N(CC)CC)C.C(=O)([O-])O.[Na+]>C1(C)C=CC=CC=1>[CH3:1][N:2]([CH2:3][CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[C:15](=[O:16])[CH2:14][C:13](=[O:17])[CH3:12]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 12661DiketeneHCID 189183N-methyl-3-phenylprop-2-en-1-amineHCID 516892Sodium Bicarbonate

Produkt 1

HCID 53834343N-methyl-3-oxo-N-(3-phenyl-2-propene-1-yl)butyramide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

0.736 g (5.0 mmol) of methyl-(3-phenyl-2-propene-1-yl)amine, 0.386 ml (5.0 mmol) of ketene dimer and 0.07 ml (0.50 mmol) of triethylamine were heated at 70° C. under stirring in 5 ml of toluene overnight. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture. After the extraction with ethyl acetate, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by the thin-layer silica gel chromatography (ethyl acetate) to obtain the title compound.

Aufarbeitung

  1. extractionAfter the extraction with ethyl acetate
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by the thin-layer silica gel chromatography (ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-017d1d1bc74d449d88a6fc94e654953c
Quelldatensatz
uspto-grants-2002_02
Patentnummer
US06350762B1

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