Reacción #1269838

Ecuación de reacción

ethyl acrylate

ethyl glycinate hydrochloride

sodium hydroxide

→

Diethyl-2-azabutane-1,4-dicarboxylate

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter 19 h the solution is partitioned with dichloromethane (3×100 mL)
2. 2
   SecadoThe organic layer is dried with anhydrous sodium sulfate
3. 3
   Filtraciónfiltered
4. 4
   Otroevaporated
5. 5
   workup.DISTILLATIONThe residue is distilled
6. 6
   Otroto afford AA (28.8 g, 61%)

Procedimiento

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%).

Fuente