Ammonia → (2S,3S)-2 ethyl-3-hydroxybutyramide

HRID 1586299Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1586299
[CH2:1]([C@@H:3]([C@@H:9]([OH:11])[CH3:10])[C:4](OCC)=[O:5])[CH3:2].[NH3:12]>C(O)C>[CH2:1]([C@@H:3]([C@@H:9]([OH:11])[CH3:10])[C:4]([NH2:12])=[O:5])[CH3:2]

Komponenten

4

Edukt 2

HCID 222AmmoniaHCID 13215287(2S,3S)-Ethyl 2 ethyl-3-hydroxybutyrate

Produkt 1

HCID 11829477(2S,3S)-2 ethyl-3-hydroxybutyramideAusbeute 85,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

(2S,3S)-Ethyl 2 ethyl-3-hydroxybutyrate (1 gram) is dissolved in 5 ml of absolute ethanol followed by the addition of 0.5 gram of gaseous ammonia. The solution is kept in a stoppered flask, and the progress of the reaction is followed by thin layer chromatography. After the reaction is judged complete, the ethanol is evaporated and the resulting residue redissolved in ethyl acetate. Ammonia is removed by extraction with 1% HCl, and the ethyl acetate solution is dried over MgSO4, filtered, and rotary evaporated to leave 0.7 grams of (2S,3S)-2 ethyl-3-hydroxybutyramide.

Aufarbeitung

  1. customThe solution is kept in a stoppered flask
  2. customthe ethanol is evaporated
  3. dissolutionthe resulting residue redissolved in ethyl acetate
  4. customAmmonia is removed by extraction with 1% HCl
  5. dry with materialthe ethyl acetate solution is dried over MgSO4
  6. filtrationfiltered
  7. customrotary evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8ad26da8a07a40f5a378a9c9369f7788
Quelldatensatz
uspto-grants-1999_08
Patentnummer
US05942644

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