Reaktion #2487415

Reaktionsgleichung

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

Ausbeute 77.8%

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

Ausbeute 77.8%

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe reaction mixture was refluxed for 1.5 hours
2. 2
   Waschenwashed with 2 M HCl (150 mL)
3. 3
   SonstigeThe organic phase was separated from the aqueous phase
4. 4
   Trocknendried (MgSO4 and Na2SO4)
5. 5
   Sonstigeevaporated to dryness

Vorschrift

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.

Quelle