Chloroacetyl chloride → (2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide

HRID 545103Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 545103
Cl.Cl.[NH2:3][CH2:4][C@@H:5]1[O:10][CH2:9][CH2:8][N:7]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[C:14]([Cl:19])[CH:13]=2)[CH2:6]1.C(=O)([O-])O.[Na+].[Cl:25][CH2:26][C:27](Cl)=[O:28]>C(Cl)(Cl)Cl>[Cl:19][C:14]1[CH:13]=[C:12]([CH:17]=[CH:16][C:15]=1[Cl:18])[CH2:11][N:7]1[CH2:8][CH2:9][O:10][C@@H:5]([CH2:4][NH:3][C:27](=[O:28])[CH2:26][Cl:25])[CH2:6]1

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 516892Sodium BicarbonateHCID 57464066(S)-(4-(3,4-Dichlorobenzyl)morpholin-2-yl)methanamine dihydrochloride

Produkt 1

HCID 57686783(2S)-N-{[4-(3,4-dichlorobenzyl)morpholin-2-yl]methyl}chloroacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

(2S)-2-Aminomethyl-4-(3,4-dichlorobenzyl)morpholine dihydrochloride (30.5 g) was added to chloroform (400 mL) and saturated aqueous sodium hydrogen carbonate solution (400 mL). After dropwise addition of chloroacetyl chloride (7.7 mL) under ice-cooling, and the mixture was stirred at room temperature for 3 hrs. After completion of the reaction, the mixture was extracted with chloroform. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (31.6 g) as a colorless oil.

Aufarbeitung

  1. temperaturecooling
  2. customAfter completion of the reaction
  3. extractionthe mixture was extracted with chloroform
  4. washThe extract was washed with saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bd704917961b4d369760bc3b96598b7e
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935700B2

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