Chloroacetyl chloride → 2-chloro-N-(3-methylphenyl)acetamide

HRID 2377255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2377255
C(=O)([O-])[O-].[K+].[K+].[NH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH3:14])[CH:9]=1.[Cl:15][CH2:16][C:17](Cl)=[O:18]>ClCCl>[Cl:15][CH2:16][C:17]([NH:7][C:8]1[CH:9]=[C:10]([CH3:14])[CH:11]=[CH:12][CH:13]=1)=[O:18]

Komponenten

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 7934m-ToluidineHCID 11430Potassium Carbonate

Produkt 1

HCID 2963252-chloro-N-(3-methylphenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a suspension of potassium carbonate (773 mg, 5.59 mmol) in dichloromethane (25 mL) was added m-toluidine (0.5 mL, 4.66 mmol) followed by dropwise addition of chloroacetyl chloride (0.44 mL, 5.59 mmol) and the mixture was stirred at ambient temperature overnight. The reaction was quenched by addition of water, the layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic extracts were dried (MgSO4), filtered and concentrated under vacuum to provide 2-chloro-N-m-tolyl-acetamide. MS (DCI-NH3): m/z 201 (M+NH4)+.

Aufarbeitung

  1. customThe reaction was quenched by addition of water
  2. customthe layers were separated
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. dry with materialThe combined organic extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a2ad90f36272412192b2fe3c89aabca7
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07468371B2

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