Reacción #6499

ord-f3ba761238a143e1b68d0ab2aac52f4d

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 76.5%

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
    OtroThe reaction mixture was evaporated
  5. 5
    Otroto remove excess diethyl oxalate
  6. 6
    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 p-toluenesulfonic acid (catalyst) and 4 g of hydroquinone (polymerization inhibitor) were added. The mixture was heated to keep 120° C. for 4 hours in nitrogen atmosphere with distilling 14 ml (0.25 mol) of ethanol away. The reaction mixture was evaporated to remove excess diethyl oxalate and then distilled under vacuum to obtain 88.1 g (yield 76.5%) of 2-ethoxalyloxyethyl methacrylate (colorless transparent liquid) (bp 98° C./0.3 mmHg).

Fuente

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