Reacción #6502

ord-1e1b570bc8ce444bb33a68c096a4880b

Ecuación de reacción

C=C(C)C(=O)OCCO
2-hydroxyethyl methacrylate
CCOC(=O)C(=O)OCC
diethyl oxalate
CCO
ethanol
C=C(C)C(=O)OCCOC(=O)C(=O)OCC
2-ethoxalyloxyethyl methacrylate
Rendimiento 73.2%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 500 ml flask equipped with a decanter
  2. 2
    workup.ADDITIONwere added
  3. 3
    TemperaturaThe mixture was heated
  4. 4
    Otroat about 120° C.
  5. 5
    Otrofor 2 hours
  6. 6
    OtroThe reaction mixture was evaporated
  7. 7
    Otroto remove excess diethyl oxalate
  8. 8
    workup.DISTILLATIONdistilled under vacuum

Procedimiento

A 500 ml flask equipped with a decanter, a thermometer, a stirrer and an inlet for nitrogen gas was charged with 65.1 g (0.5 mol) of 2-hydroxyethyl methacrylate and 365.4 g (2.5 mol) of diethyl oxalate, to which 2 g (10 mmol) of dibutyltin dilaurate (catalyst) and 4 g of 2,5-di-t-butylhydroquinone (polymerization inhibitor) were added. The mixture was heated to keep it at about 120° C. for 2 hours in nitrogen atmosphere with distilling 32.5 ml (0.56 mol) of ethanol away. The reaction mixture was evaporated to remove excess diethyl oxalate and then distilled under vacuum to obtain 84.2 g (yield 73.2%) of 2-ethoxalyloxyethyl methacrylate (bp 124° C./0.4 mmHg).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05248749uspto-grants-1993_09