Réaction #1269838

Équation de réaction

ethyl acrylate

ethyl glycinate hydrochloride

sodium hydroxide

→

Diethyl-2-azabutane-1,4-dicarboxylate

Solvants

water

Conditions de réaction

Traitement

1. 1
   AutreAfter 19 h the solution is partitioned with dichloromethane (3×100 mL)
2. 2
   SéchageThe organic layer is dried with anhydrous sodium sulfate
3. 3
   Filtrationfiltered
4. 4
   Autreevaporated
5. 5
   workup.DISTILLATIONThe residue is distilled
6. 6
   Autreto afford AA (28.8 g, 61%)

Mode opératoire

A 4.7 M aqueous solution of sodium hydroxide (50 mL) is added into a stirred, ice-cooled solution of ethyl glycinate hydrochloride (32.19 g, 0.23 mole) in water (50 mL). Then, ethyl acrylate (23.1 g, 0.23 mole) is added and the mixture is stirred at room temperature until completion of the reaction is ascertained by TLC. After 19 h the solution is partitioned with dichloromethane (3×100 mL). The organic layer is dried with anhydrous sodium sulfate, filtered and evaporated. The residue is distilled to afford AA (28.8 g, 61%).

Source