Reacción #6499
ord-f3ba761238a143e1b68d0ab2aac52f4d
Ecuación de reacción
2-hydroxyethyl methacrylate
diethyl oxalate
ethanol
→
2-ethoxalyloxyethyl methacrylate
Rendimiento 76.5%
Reactivos
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1OtroA 500 ml flask equipped with a decanter
- 2workup.ADDITIONwere added
- 3TemperaturaThe mixture was heated
- 4OtroThe reaction mixture was evaporated
- 5Otroto remove excess diethyl oxalate
- 6workup.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).