Ethanol → (S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride

HRID 1686013Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1686013
Br.[NH2:2][C@@H:3]([CH2:7][CH2:8][Br:9])[C:4]([OH:6])=[O:5].S(Cl)([Cl:12])=O.[CH2:14](O)[CH3:15]>>[ClH:12].[CH2:14]([O:5][C:4](=[O:6])[C@@H:3]([NH2:2])[CH2:7][CH2:8][Br:9])[CH3:15]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 2733672(S)-(+)-2-Amino-4-bromobutyric Acid Hydrobromide

Produkt 1

HCID 86630464(S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To a solution of (S)-2-amino-4-bromo-butyric acid hydrobromide (2 g, 7.6 mmol) in ethanol (10 ml), at 0° C., was added thionyl chloride (1.11 ml, 15.21 mmol). The solution was stirred at 70° C. for 1 hour, cooled and concentrated in vacuo. Heptane added and mixture concentrated under high vac. Ether was added and the precipitate stirred for 1 hr, filter and dried in vacuo to provide (S)-2-amino-4-bromo-butyric acid ethyl ester hydrochloride as an sticky white solid (1.9 g).

Aufarbeitung

  1. temperaturecooled
  2. concentrationconcentrated in vacuo
  3. additionHeptane added
  4. concentrationmixture concentrated under high vac
  5. additionEther was added
  6. stirringthe precipitate stirred for 1 hr
  7. filtrationfilter
  8. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-13be7a2fdd5e43d2a9a4f5f0c952cdea
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148531B2

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