Chloroacetyl chloride → N-[2-[4-(2-CHLOROACETYL)PHENYL]ETHYL]ACETAMIDE

HRID 2117858Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2117858
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][C:7](Cl)=[O:8].[C:10]1([CH2:16][CH2:17][NH:18][C:19](=[O:21])[CH3:20])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>ClCCCl>[Cl:5][CH2:6][C:7]([C:13]1[CH:14]=[CH:15][C:10]([CH2:16][CH2:17][NH:18][C:19](=[O:21])[CH3:20])=[CH:11][CH:12]=1)=[O:8]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 70143N-(2-phenylethyl)acetamideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 2468242N-[2-[4-(2-CHLOROACETYL)PHENYL]ETHYL]ACETAMIDEAusbeute 80,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 111,2-DichloroethaneLösungsmittel2×

Versuchsvorschrift

Aluminium chloride (1.63 g) was dissolved in 1,2-dichloroethane (15 mL). Chloroacetylchloride (0.732 mL) was added to the mixture at 0° C., and stirred additionally for 20 minutes, then N-(2-phenylethyl)acetamide (1 g) in 1,2-dichloroethane (5 mL) was added dropwise. The mixture was stirred for 1 hour at room temperature, and then poured into ice water. The mixture was extracted with chloroform, washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. The solid was washed with ethyl acetate and ethyl ether, and dried in vacuo to give N-{2-[4-(2-chloroacetyl)phenyl]ethyl}-acetamide as a white powder (1.18 g, 80.4%).

Aufarbeitung

  1. stirringThe mixture was stirred for 1 hour at room temperature
  2. extractionThe mixture was extracted with chloroform
  3. washwashed with water and saturated sodium chloride solution
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated in vacuo
  6. washThe solid was washed with ethyl acetate and ethyl ether
  7. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-325f8e74e8ab49e8be732b0dbd7d3699
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07442715B2

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