Реакция #2487415

Уравнение реакции

2-Hydroxyethyl methacrylate

succinic anhydride

Triethylamine

→

liquid

Выход 77.8%

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

Выход 77.8%

Растворители

dichloromethane

dichloromethane

Условия реакции

Обработка

1. 1
   Температураthe reaction mixture was refluxed for 1.5 hours
2. 2
   Промывкаwashed with 2 M HCl (150 mL)
3. 3
   ДругоеThe organic phase was separated from the aqueous phase
4. 4
   Сушкаdried (MgSO4 and Na2SO4)
5. 5
   Другоеevaporated to dryness

Методика

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.

Источник