Reacción #2307978

ord-847c83d686c44a23960d69a3e7b645da

Ecuación de reacción

OCCOCCOCCOCCOCCOCCO
hexaethylene glycol
O=C(Cl)Cl
phosgene
COCCOCCOCCOCCOCCOCCO
hexaethylene glycol monomethyl ether
OCCOCCOCCO
triethylene glycol
O=C(Cl)Cl
phosgene
Cc1ccccc1
toluene
CC(O)COCCOCCOCCOCCOCCO.O=C(O)Cl
methyl hexaethylene glycol chloroformate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroremoved
  2. 2
    OtroThe phosgene, EtOAc, and toluene were removed by vacuum distillation

Procedimiento

Monodispersed activated hexaethylene glycol monomethyl ether was prepared analogously to that of monodispersed triethylene glycol in Example 14 above. A 20% phosgene in toluene solution (35 mL, 6.66 g, 67.4 mmol phosgene) was chilled under a N2 atmosphere in an ice/salt water bath. Monodispersed hexaethylene glycol (1.85 mL, 2.0 g, 6.74 mmol) was dissolved in 5 mL anhydrous EtOAc and added to the phosgene solution via syringe. The reaction mixture was kept stirring in the ice bath for one hour, removed and stirred a further 2.5 hours at room temperature. The phosgene, EtOAc, and toluene were removed by vacuum distillation, leaving monodispersed methyl hexaethylene glycol chloroformate as a clear, oily residue.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07368260B2uspto-grants-2008_05