Ethanol → Alanine, 2-methyl-, ethyl ester

HRID 450034

Reaktionsgleichung

Reaktionsgleichung von HRID 450034
[NH2:1][C:2]([CH3:7])([CH3:6])[C:3]([OH:5])=[O:4].S(Cl)(Cl)=O.[CH2:12](O)[CH3:13]>>[CH2:12]([O:4][C:3](=[O:5])[C:2]([NH2:1])([CH3:7])[CH3:6])[CH3:13]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 6119Aminoisobutyric acidHCID 24386Thionyl Chloride

Produkt 1

HCID 70683Alanine, 2-methyl-, ethyl esterAusbeute 63 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

2-Amino-2-methyl-propionic acid (1.0 g, 9.69 mmol) was dissolved in ethanol (15 ml) and cooled to 0° C. Thionyl chloride (1.7 g, 14.53 mmol, 1.5 eq) was added to the reaction mixture, which was then heated to reflux overnight. The solvent was evaporated and the residue was partitioned between water and ethyl acetate. The organic layer was concentrated and dried to give 2-amino-2-methyl-propionic acid ethyl ester (0.8 g, 63%). The crude compound was used in the next stage without purification.

Aufarbeitung

  1. temperaturewas then heated
  2. temperatureto reflux overnight
  3. customThe solvent was evaporated
  4. customthe residue was partitioned between water and ethyl acetate
  5. concentrationThe organic layer was concentrated
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b9501f6ba7be4d5b99e63345d16d1dfc
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486962B2

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