Triethylamine → N-(1,1-Dimethylpropyl)-2,4-difluorobenzamide

HRID 586797

Reaktionsgleichung

Reaktionsgleichung von HRID 586797
[C:1]([NH2:6])([CH2:4][CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.[F:14][C:15]1[CH:23]=[C:22]([F:24])[CH:21]=[CH:20][C:16]=1[C:17](Cl)=[O:18].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH3:2][C:1]([NH:6][C:17](=[O:18])[C:16]1[CH:20]=[CH:21][C:22]([F:24])=[CH:23][C:15]=1[F:14])([CH3:3])[CH2:4][CH3:5]

Komponenten

6

Edukt 4

HCID 8471TriethylamineHCID 689862-Butanamine, 2-methyl-HCID 516892Sodium BicarbonateHCID 5880812,4-Difluorobenzoyl chloride

Produkt 1

HCID 9859382N-(1,1-Dimethylpropyl)-2,4-difluorobenzamideAusbeute 103,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of t-amylamine (0.35 ml, 3.0 mmol) and triethylamine (0.56 ml, 4.0 mmol) in methylene chloride (3 ml) was added a solution of 2,4-difluorobenzoyl chloride (0.36 g, 2.0 mmol) in methylene chloride (2 ml) with cooling in an ice-bath, and stirred for 1 hour. The reaction mixture was poured over saturated aqueous NaHCO3 and extracted with ethyl acetate. The extract was washed with saturated aqueous NaHCO3 and dried over MgSO4. The solvent was evaporated to give the title compound (0.47 g; >99%).

Aufarbeitung

  1. temperaturewith cooling in an ice-bath
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed with saturated aqueous NaHCO3
  4. dry with materialdried over MgSO4
  5. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-0d205412e9a941b782153754c95e2090
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936736B2

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