반응 #2487415

반응 방정식

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

수율 77.8%

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

수율 77.8%

용매

dichloromethane

dichloromethane

반응 조건

후처리

1. 1
   온도the reaction mixture was refluxed for 1.5 hours
2. 2
   세척washed with 2 M HCl (150 mL)
3. 3
   기타The organic phase was separated from the aqueous phase
4. 4
   건조dried (MgSO4 and Na2SO4)
5. 5
   기타evaporated to dryness

실험 절차

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.

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