Ethanol → (RS)-isoserine ethyl ester hydrochloride

HRID 967608

Reaktionsgleichung

Reaktionsgleichung von HRID 967608
S(Cl)([Cl:3])=O.[NH2:5][CH2:6][CH:7]([C:9]([OH:11])=[O:10])[OH:8].[CH2:12](O)[CH3:13]>>[ClH:3].[CH2:12]([O:10][C:9](=[O:11])[CH:7]([OH:8])[CH2:6][NH2:5])[CH3:13]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 11267IsoserineHCID 24386Thionyl Chloride

Produkt 1

HCID 85611992(RS)-isoserine ethyl ester hydrochlorideAusbeute 100 %

Versuchsvorschrift

Dry ethanol (40 mL) was cooled on an ice bath and thionyl chloride (4 mL) was added dropwise maintaining the temperature below 5° C. To this cold solution was added (RS)-isoserine (2.5 g, 23.79 mmol) and stirring was continued until a homogeneous solution was obtained. The ice bath was removed and stirring was continued for 17 hours at room temperature. The solution was concentrated in vacuo to afford 4.0 g (100%) of (RS)-isoserine ethyl ester hydrochloride as an oil.

Aufarbeitung

  1. temperaturemaintaining the temperature below 5° C
  2. customwas obtained
  3. customThe ice bath was removed
  4. stirringstirring
  5. concentrationThe solution was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-61862021dc9842898cf5f243261b799c
Quelldatensatz
uspto-grants-2005_10
Patentnummer
US06953812B2

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