Glycine ethyl ester → HCID 73680293, Verbindung

HRID 1981044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1981044
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7](=[CH:10][N:11]([CH3:13])C)[CH:8]=[O:9])=[CH:4][CH:3]=1.NC[C:18]([O:20][CH2:21][CH3:22])=[O:19].[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7](=[CH:10][NH:11][CH2:13][C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:8]=[O:9])=[CH:14][CH:15]=1

Komponenten

5

Edukt 3

HCID 12176Glycine ethyl esterHCID 14798Sodium HydroxideHCID 54237126HCID 54237126, Verbindung

Produkt 1

HCID 73680293HCID 73680293, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

2-(4-Chlorophenoxy)-3-dimethylaminoacrylaldehyde (11.3 g., 50 mmoles) was dissolved in 200 ml. of ethanol, mixed with a solution of ethyl glycinate (14 g., 100 mmoles) in 90 ml. of 1N sodium hydroxide and refluxed for 15 hours. Ethanol was evaporated in vacuo, the aqueous residue diluted with 150 ml. of water and product extracted into 200 ml. of ethyl acetate. The ethyl acetate was back-washed with water and concentrated to an oil. Trituration of the oil with 100 ml. of ether gave crystalline 2-(4-chlorophenoxy)-3-carbethoxymethylaminoacrylaldehyde in two crops (7.3 g., Rf 0.55 on silica gel thin layer chromatography with ethyl acetate-1/hexane-1/5% acetic acid as eluant).

Aufarbeitung

  1. customEthanol was evaporated in vacuo
  2. additionthe aqueous residue diluted with 150 ml
  3. extractionof water and product extracted into 200 ml
  4. washThe ethyl acetate was back-washed with water
  5. concentrationconcentrated to an oil

Quellen und Nachweise

ORD-Eintrag
ord-4b2a7dcf62af4c47973c6eb50dcc0e42
Quelldatensatz
uspto-grants-1985_04
Patentnummer
US04511576

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