Reacción #83393

ord-4d59c37e20d84a41aea1bc6a4182c2d8

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe bath was removed
  2. 2
    workup.STIRRINGstirring
  3. 3
    workup.ADDITIONWater (150 mL) and solid NaHCO3 (60 g) were added
  4. 4
    Otrothe CH3OH was removed on a rotary evaporator
  5. 5
    Extracciónthe residue extracted with CH2Cl2 (3×150 mL)
  6. 6
    Lavadowashed with brine
  7. 7
    Secadodried (MgSO4)
  8. 8
    Filtraciónfiltered
  9. 9
    Concentraciónconcentrated to dryness

Procedimiento

L-Pyroglutamic acid (15.17 g, 0.1175 mol) was dissolved in CH3OH (100 mL), cooled to 0° C. under Ar and treated dropwise with thionyl chloride (18.9 mL, 0.259 mol) with stirring. The bath was removed and stirring was continued at ambient temperature for 3.5 h. Water (150 mL) and solid NaHCO3 (60 g) were added, the CH3OH was removed on a rotary evaporator, and the residue extracted with CH2Cl2 (3×150 mL). The organic layers were combined, washed with brine, dried (MgSO4), filtered and concentrated to dryness to give the title compound.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05624936uspto-grants-1997_04