4-Chlorobenzylamine → Diethyl 2-(((4-Chlorobenzyl)amino)carbonyl)malonate

HRID 411186

Reaktionsgleichung

Reaktionsgleichung von HRID 411186
[CH:1]([C:12]([O:14]CC)=O)([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]([O:4][CH2:5][CH3:6])=[O:3].[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][NH2:23])=[CH:20][CH:19]=1>>[Cl:17][C:18]1[CH:25]=[CH:24][C:21]([CH2:22][NH:23][C:12]([CH:1]([C:2]([O:4][CH2:5][CH3:6])=[O:3])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:14])=[CH:20][CH:19]=1

Komponenten

3

Edukt 2

HCID 660364-ChlorobenzylamineHCID 80471Triethyl methanetricarboxylate

Produkt 1

HCID 22397146Diethyl 2-(((4-Chlorobenzyl)amino)carbonyl)malonateAusbeute 30,5 %

Versuchsvorschrift

Triethyl methanetricarboxylate (2.32 g) and 4-chlorobenzylamine (1.42 g) are stirred at room temperature for 16 h. Insoluble material is filtered off and the filtrate is purified by column chromatography (hexanes/acetone, 5/1) to give 1 g (12%) of the title compound as an oil which slowly solidifies. Physical characteristics: MS (ESI+) m/z 330 (M+H)+. 1H NMR (CDCl3) δ 7.70, 7.31, 7.26, 4.48,4.38, 4.28, 1.30.

Aufarbeitung

  1. filtrationInsoluble material is filtered off
  2. customthe filtrate is purified by column chromatography (hexanes/acetone, 5/1)

Quellen und Nachweise

ORD-Eintrag
ord-03342ab3119f479dbf3ce0e232c056dc
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06559145B2

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