Chloroacetyl chloride → N-benzyl-2-chloro-N-methylacetamide

HRID 57217

Reaktionsgleichung

Reaktionsgleichung von HRID 57217
[CH3:1][NH:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:10][CH2:11][C:12](Cl)=[O:13]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[CH2:3]([N:2]([CH3:1])[C:12](=[O:13])[CH2:11][Cl:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

Komponenten

5

Edukt 2

HCID 6577Chloroacetyl chlorideHCID 7669N-Methylbenzylamine

Produkt 1

HCID 4639192N-benzyl-2-chloro-N-methylacetamideAusbeute 63,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a vigorously stirred suspension of N-methylbenzylamine (0.260 mL, 2 mmol) in EtOAc (3 mL) and 3 mL of saturated NaHCO3 solution was added chloroacetyl chloride (0.160 mL, 2 mmol). Effervescence was observed. Once gas production had ceased, the reaction mixture was diluted with hexanes (10 mL). The phases were separated and the organic phase was washed with brine (5 mL), dried and concentrated to yield ˜0.250 g of the title compound as an oil. The crude material was used in the subsequent step without further purification.

Aufarbeitung

  1. customThe phases were separated
  2. washthe organic phase was washed with brine (5 mL)
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5566117e5a23432883496a6c102eaef6
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434718B2

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