Reaktion #1470438

ord-20d583c1792f48e2949f0205b02a1658

Reaktionsgleichung

O=S(Cl)Cl
thionyl chloride
CCCCCCCCCCC(N)C(=O)O
α-aminolauric acid
CC(C)O
isopropanol
CCCCCCCCCCC(N)C(=O)OC(C)C
α-Aminolauric acid isopropyl ester

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto reflux for two hours
  2. 2
    TemperaturAfter cooling off to room temperature
  3. 3
    Einengenthe batch is completely concentrated by evaporation
  4. 4
    workup.STIRRINGshaken out from aqueous sodium carbonate solution
  5. 5
    SonstigeThe organic phase is dried on magnesium sulfate
  6. 6
    Filtrationfiltered
  7. 7
    Einengenconcentrated by evaporation

Vorschrift

50 ml of isopropanol is stirred at 0° C. under argon and mixed drop by drop with 3.12 ml (41.6 mmol) of thionyl chloride. 30 minutes later, 7.40 g (34.4 mmol) of α-aminolauric acid is added in portions, stirred for one hour at room temperature and the batch then is allowed to reflux for two hours. After cooling off to room temperature, the batch is completely concentrated by evaporation, the residue is taken up in tert-butyl methyl ether and shaken out from aqueous sodium carbonate solution. The organic phase is dried on magnesium sulfate, filtered and concentrated by evaporation.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06254850B1uspto-grants-2001_07