Reaktion #49187

Reaktionsgleichung

ethyl acrylate

ethyl glycinate hydrochloride

sodium hydroxide

→

58

Ausbeute 61.6%

3-(Ethoxycarbonylmethyl-amino)-propionic acid ethyl ester

Ausbeute 61.6%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas ascertained by TLC (19 h)
2. 2
   SonstigeAfter 19 h which it was partitioned with dichloromethane (3×100 mL)
3. 3
   TrocknenThe organic layer was dried with anhydrous sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Sonstigeevaporated
6. 6
   workup.DISTILLATIONThe residue was distilled

Vorschrift

Referring to scheme 16, a 4.7M 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 the completion of reaction was ascertained by TLC (19 h). After 19 h which it 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 58 (28.8 g, 61%).

Quelle