Diethyl Ether → Ethyl 2-Aminobutyrate Hydrochloride

HRID 342859

Reaktionsgleichung

Reaktionsgleichung von HRID 342859
[NH2:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:5])=[O:4].S(Cl)([Cl:10])=O.[CH2:12](OCC)[CH3:13]>C(O)C>[ClH:10].[NH2:1][CH:2]([CH2:6][CH3:7])[C:3]([O:5][CH2:12][CH3:13])=[O:4]

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 6657Alpha-Aminobutyric AcidHCID 24386Thionyl Chloride

Produkt 1

HCID 12844023Ethyl 2-Aminobutyrate Hydrochloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A slurry of 2-aminobutyric acid (100 g, Aldrich) in absolute ethanol (300 ml) was stirred under nitrogen at 0° C. and thionyl chloride (120.79 g) was added dropwise. The reaction was stirred overnight at 0° C. and then gradually warmed to room temperature. The resulting white slurry was heated under reflux for 3 hours, left to cool for 10 minutes, then poured into chilled diethyl ether (600 ml) with hand stirring. The suspension was filtered and the solid product dried to give the desired product (150 g) as a white solid. 1H NMR consistent with proposed structure.

Aufarbeitung

  1. temperaturegradually warmed to room temperature
  2. temperatureThe resulting white slurry was heated
  3. temperatureunder reflux for 3 hours
  4. waitleft
  5. temperatureto cool for 10 minutes
  6. additionpoured
  7. stirringstirring
  8. filtrationThe suspension was filtered
  9. customthe solid product dried

Quellen und Nachweise

ORD-Eintrag
ord-ef69e2d14e8743fda5daeb2393372b0e
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05859240

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