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DL-leucine → Methyl DL-leucinate hydrochloride

HRID 85361
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 85361
[NH2:1][CH:2]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:3]([OH:5])=[O:4].Cl.[CH3:11]O>>[NH2:1][CH:2]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:3]([O:5][CH3:11])=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 857DL-leucineHCID 21893726Hydrochloride methanol

Produkt 1

HCID 410817Methyl DL-leucinate hydrochlorideAusbeute 96 %

Versuchsvorschrift

2-Amino-4-methylpentanoic acid (5.0 g 38.2 mmol) was slowly added to saturated HCl/MeOH (50 mL). The mixture was stirred (RT, 5 h) then heated to reflux (16 h). After the reaction, the solvent was removed under reduced pressure. The residue was diluted with water (50 mL), then NaHCO3 was added to adjust to pH 7. The mixture was then extracted with DCM (3×50 mL), the combined organic layers were dried over MgSO4, concentrated under reduced pressure to afford methyl 2-amino-4-methylpentanoate as a colorless liquid (5.3 g, 96%). Mass calculated for C7H15NO2=145.20; found: [M+H]+=145.9. The product was used in next step without further purification.

Aufarbeitung

  1. temperaturethen heated
  2. temperatureto reflux (16 h)
  • customAfter the reaction
  • customthe solvent was removed under reduced pressure
  • additionThe residue was diluted with water (50 mL)
  • additionNaHCO3 was added
  • extractionThe mixture was then extracted with DCM (3×50 mL)
  • dry with materialthe combined organic layers were dried over MgSO4
  • concentrationconcentrated under reduced pressure
  • Quellen und Nachweise

    ORD-Eintrag
    ord-cadce66a295947a495f75cef7e9b79a9
    Quelldatensatz
    uspto-grants-2014_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US08846972B2

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