Pyridine → N-chloroacetyl-N-phenylglycine methyl ester

HRID 1940618

Reaktionsgleichung

Reaktionsgleichung von HRID 1940618
[CH3:1][O:2][C:3](=[O:12])[CH2:4][NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.N1C=CC=CC=1.[Cl:19][CH2:20][C:21](Cl)=[O:22]>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[CH2:4][N:5]([C:21](=[O:22])[CH2:20][Cl:19])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 6577Chloroacetyl chlorideHCID 571509Methyl 2-(phenylamino)acetate

Produkt 1

HCID 21463537N-chloroacetyl-N-phenylglycine methyl esterAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To methylene chloride (20 ml) was added N-phenylglycine methyl ester (2.02 g, 10 mmol) and pyridine (1.58 g, 20 mmol) and the mixture was stirred. To the mixture was added dropwise a solution of chloroacetyl chloride (1.13 g, 10 mmol) in methylene chloride (3 ml) at room temperature and the resulting mixture was stirred for 15 hours, washed with water, dried and evaporated. The resultant residue was crystallized from isopropyl ether to give N-chloroacetyl-N-phenylglycine methyl ester (1.67 g, 70%) as a colorless powder.

Aufarbeitung

  1. stirringthe resulting mixture was stirred for 15 hours
  2. washwashed with water
  3. customdried
  4. customevaporated
  5. customThe resultant residue was crystallized from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-fa0f3908ea2d449ca8c20449227196e8
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05700819

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