Reacción #2487415

Ecuación de reacción

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

Rendimiento 77.8%

4-(2-(Methacryloyloxy)ethoxy)-4-oxobutanoic Acid

Rendimiento 77.8%

Disolventes

dichloromethane

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe reaction mixture was refluxed for 1.5 hours
2. 2
   Lavadowashed with 2 M HCl (150 mL)
3. 3
   OtroThe organic phase was separated from the aqueous phase
4. 4
   Secadodried (MgSO4 and Na2SO4)
5. 5
   Otroevaporated to dryness

Procedimiento

2-Hydroxyethyl methacrylate (25 g, 0.195 mol) and succinic anhydride (19.5 g, 0.195 mol) were added to dichloromethane (200 mL) under nitrogen. Triethylamine (28.5 ml, 20.72 g, 1.05 equiv.) was then added dropwise over 20 minutes and the reaction mixture was refluxed for 1.5 hours. The reaction mixture was then diluted with dichloromethane (200 mL), washed with 2 M HCl (150 mL) and then finally with brine (100 mL). The organic phase was separated from the aqueous phase, dried (MgSO4 and Na2SO4) and evaporated to dryness, yielding a viscous, colourless liquid (34.9 g, 77.8% yield). 1H NMR δ 1.89 (s, 3H, CH3), 2.59-2.67 (m, 4H, 2×CH2CO), 4.31 (br. s, 4H, 2×CH2OCO), 5.55 (s, 1H, vinyl CH), 6.08 (s, 1H, vinyl CH). 13C NMR δ 17.96, 28.64, 28.73, 62.15, 62.29, 126.12, 135.79, 167.11, 171.90, 177.73.

Fuente