Diethylamine → 2-Chloro-N,N-diethyl-4-nitrobenzeneacetamide

HRID 1820862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1820862
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].[Cl:6][C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:8]=1[CH2:16][C:17](Cl)=[O:18]>C(OCC)(=O)C>[Cl:6][C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:8]=1[CH2:16][C:17]([N:3]([CH2:4][CH3:5])[CH2:1][CH3:2])=[O:18]

Komponenten

4

Edukt 2

HCID 8021DiethylamineHCID 85969188(2-Chloro-4-nitrophenyl)acetic acid chloride

Produkt 1

HCID 688195332-Chloro-N,N-diethyl-4-nitrobenzeneacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel3×

Versuchsvorschrift

5.67 mL (54.0 mmol) of diethylamine is dissolved in 50 mL of ethyl acetate and 3.20 g (13.7 mmol) of (2-chloro-4-nitrophenyl)acetic acid chloride (VI.1.a) in 50 mL of ethyl acetate is slowly added dropwise at 0° C. Then the mixture is stirred for another 2 hours at ambient temperature. After this time, some more ethyl acetate is added and the mixture is washed twice with water and twice with saturated saline solution. The organic phase is dried over sodium sulfate, the solvent is eliminated and the residue is dried in vacuo. Yield: 3.70 g (100% of theory); Rf value: 0.45 (silica gel, petroleum ether/ethyl acetate=1:1); C12H15ClN2O3; EII mass spectrum: m/z=271/273 [M+H]+.

Aufarbeitung

  1. washthe mixture is washed twice with water and twice with saturated saline solution
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. customthe residue is dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-cf6c75d5631741feb3083f64c3dddc10
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07605176B2

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