Ethyl chloroacetate → Glycine, N-(4-chlorophenyl)-, ethyl ester

HRID 1402830

Reaktionsgleichung

Reaktionsgleichung von HRID 1402830
O.O.O.C([O-])(=O)C.[Na+].Cl[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12].[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][CH:18]=1>C(O)C>[Cl:16][C:17]1[CH:23]=[CH:22][C:20]([NH:21][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 7751Ethyl chloroacetateHCID 78124-ChloroanilineHCID 23665404Sodium Acetate Trihydrate

Produkt 1

HCID 302644Glycine, N-(4-chlorophenyl)-, ethyl esterAusbeute 55,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Sodium acetate trihydrate (6 g) was added to a solution of commercial ethyl chloroacetate (6.2 g) and commercial 4-chloroaniline (6.4 g) in ethanol (5 ml). The mixture was heated to reflux for 5 h. After cooling in an ice bath the product precipitates. The solid was collected by suction filtration and washed with water. The still wet product was recrystallised from ethanol to give ethyl N-(4-chlorophenyl)glycinate (5.99 g) as greyish crystals.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 5 h
  3. temperatureAfter cooling in an ice bath the product
  4. customprecipitates
  5. filtrationThe solid was collected by suction filtration
  6. washwashed with water
  7. customThe still wet product was recrystallised from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-f4611cbfb3fb4deea75c22e6bec2aa55
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912186B2

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