Ethyl Acrylate → Ethyl 3-(ethoxycarbonylmethylamino)propionate

HRID 30507

Reaktionsgleichung

Reaktionsgleichung von HRID 30507
[OH-].[Na+].Cl.[NH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[C:11]([O:15][CH2:16][CH3:17])(=[O:14])[CH:12]=[CH2:13]>O>[CH2:9]([O:8][C:6]([CH2:5][NH:4][CH2:13][CH2:12][C:11]([O:15][CH2:16][CH3:17])=[O:14])=[O:7])[CH3:10]

Komponenten

5

Edukt 3

HCID 8821Ethyl AcrylateHCID 14798Sodium HydroxideHCID 2723640Glycine ethyl ester, hydrochloride

Produkt 1

HCID 281012Ethyl 3-(ethoxycarbonylmethylamino)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. customAfter 19 h the solution was partitioned with dichloromethane (3×100 mL)
  2. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  3. filtrationfiltered
  4. customevaporated
  5. distillationThe residue was distilled
  6. customto afford AA (28.8 g, 61%)

Quellen und Nachweise

ORD-Eintrag
ord-ed015ae1a884412388480ce3b4850b07
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423142B2

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