Réaction #1519090

ord-9d292c769bb142f3b8b5736b119affe3

Équation de réaction

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

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreremoved
  2. 2
    AutreThe phosgene, EtOAc, and toluene were removed by vacuum distillation

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07611864B2uspto-grants-2009_11