Reacción #1470438

ord-20d583c1792f48e2949f0205b02a1658

Ecuación de reacción

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

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturato reflux for two hours
  2. 2
    TemperaturaAfter cooling off to room temperature
  3. 3
    Concentraciónthe batch is completely concentrated by evaporation
  4. 4
    workup.STIRRINGshaken out from aqueous sodium carbonate solution
  5. 5
    OtroThe organic phase is dried on magnesium sulfate
  6. 6
    Filtraciónfiltered
  7. 7
    Concentraciónconcentrated by evaporation

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06254850B1uspto-grants-2001_07