反応 #2487415

反応方程式

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

収率 77.8%

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

収率 77.8%

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   温度the reaction mixture was refluxed for 1.5 hours
2. 2
   洗浄washed with 2 M HCl (150 mL)
3. 3
   その他The organic phase was separated from the aqueous phase
4. 4
   乾燥dried (MgSO4 and Na2SO4)
5. 5
   その他evaporated to dryness

実験手順

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.

出典