Ethyl Acrylate → Ethyl 3-(ethoxycarbonylmethylamino)propionate

HRID 20909

Reaktionsgleichung

Reaktionsgleichung von HRID 20909
[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>[CH2:16]([O:15][C:11](=[O:14])[CH2:12][CH2:13][NH:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:17]

Komponenten

5

Edukt 3

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

Produkt 1

HCID 281012Ethyl 3-(ethoxycarbonylmethylamino)propionateAusbeute 61,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. customwas ascertained by TLC (19 h)
  2. customAfter 19 h which it was partitioned with dichloromethane (3×100 mL)
  3. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated
  6. distillationThe residue was distilled

Quellen und Nachweise

ORD-Eintrag
ord-83d523f1f3ab4c6cb52549770aa930ad
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745608B2

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