Réaction #2487415

Équation de réaction

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

Rendement 77.8%

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

Rendement 77.8%

Solvants

dichloromethane

dichloromethane

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was refluxed for 1.5 hours
2. 2
   Lavagewashed with 2 M HCl (150 mL)
3. 3
   AutreThe organic phase was separated from the aqueous phase
4. 4
   Séchagedried (MgSO4 and Na2SO4)
5. 5
   Autreevaporated to dryness

Mode opératoire

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.

Source