Ammonium Acetate → 3-Amino-4,4,4-trifluoro-2-methyl-but-2-enoic acid ethyl ester

HRID 1192961Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1192961
[CH3:1][CH:2]([C:8]([C:10]([F:13])([F:12])[F:11])=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].C([O-])(=O)C.[NH4+:18]>C(O)C.O>[CH2:6]([O:5][C:3](=[O:4])[C:2]([CH3:1])=[C:8]([NH2:18])[C:10]([F:13])([F:12])[F:11])[CH3:7]

Komponenten

5

Edukt 2

HCID 517165Ammonium AcetateHCID 2737204Ethyl 2-methyl-4,4,4-trifluoroacetoacetate

Produkt 1

HCID 854481573-Amino-4,4,4-trifluoro-2-methyl-but-2-enoic acid ethyl esterAusbeute 104,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

Ethyl α-methyl-4,4,4-trifluoroacetoacetate (24.5 g, 124 mmol) and ammonium acetate (28.6 g, 372 mmol) were dissolved in ethanol (50 ml) and water (2.5 ml). The solution was heated under reflux for 16 hours, allowed to cool to room temperature, diluted with water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated to give the product as a pale brown liquid (25.5 g, 100% yield) which was used without further purification.

Aufarbeitung

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 16 hours
  3. extractionextracted with ethyl acetate
  4. dry with materialThe combined organic phases were dried over sodium sulfate
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-706479b655db4987b6d02bb668f60560
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08680290B2

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