Réaction #1095846

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

Mode opératoire

A 4.7 M aqueous solution of sodium hydroxide (50 mL) was 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) was added and the mixture was stirred at room temperature until completion of the reaction was ascertained by TLC. After 19 h the solution was partitioned with dichloromethane (3×100 mL). The organic layer was dried with anhydrous sodium sulfate, filtered and evaporated. The residue was distilled to afford AA (28.8 g, 61%).

Source