Water → N-Methyl-3-(trifluoromethyl)benzamide

HRID 389091

Reaktionsgleichung

Reaktionsgleichung von HRID 389091
CN.C1COCC1.[CH2:8]([N:10](CC)CC)C.[F:15][C:16]([F:27])([F:26])[C:17]1[CH:18]=[C:19]([CH:23]=[CH:24][CH:25]=1)[C:20](Cl)=[O:21].O>ClCCl>[CH3:8][NH:10][C:20](=[O:21])[C:19]1[CH:23]=[CH:24][CH:25]=[C:17]([C:16]([F:27])([F:26])[F:15])[CH:18]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 752573-(Trifluoromethyl)benzoyl chlorideHCID 66615946Methylamine tetrahydrofuran

Produkt 1

HCID 1490147N-Methyl-3-(trifluoromethyl)benzamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A 2M methylamine-THF solution (20 ml) was added to a solution of triethylamine (7 ml) in dichloromethane (70 ml), a solution of 3-(trifluoromethyl)benzoyl chloride (5.0 g) in dichloromethane (30 ml) was added dropwise thereto under ice cooling, followed by stirring at room temperature for 72 hours. The reaction solution was poured into water, followed by extraction with chloroform. The organic layer was washed with saturated aqueous sodium bicarbonate solution and then saturated brine in this order and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The residue was dissolved again in ethyl acetate, washed with saturated aqueous sodium bicarbonate solution and then saturated brine in this order, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting solid was washed with diisopropylether, to obtain, as a colorless solid, N-methyl-3-(trifluoromethyl)benzamide (1.34 g).

Aufarbeitung

  1. extractionfollowed by extraction with chloroform
  2. washThe organic layer was washed with saturated aqueous sodium bicarbonate solution
  3. dry with materialsaturated brine in this order and dried over anhydrous magnesium sulfate
  4. customthe solvent was then evaporated under reduced pressure
  5. dissolutionThe residue was dissolved again in ethyl acetate
  6. washwashed with saturated aqueous sodium bicarbonate solution
  7. dry with materialsaturated brine in this order, and dried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated under reduced pressure
  9. washThe resulting solid was washed with diisopropylether

Quellen und Nachweise

ORD-Eintrag
ord-74200f13a85849c9a1e20e868422464d
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377923B2

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