N-cyclohexyl-N-methyl-2-nitrobenzamide → 2-amino-N-cyclohexyl-N-methylbenzamide

HRID 852234Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 852234
[CH:1]1([N:7]([CH3:19])[C:8](=[O:18])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N+:15]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Ni]>[NH2:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[C:8]([N:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:19])=[O:18]

Komponenten

4

Edukt 1

HCID 799283N-cyclohexyl-N-methyl-2-nitrobenzamide

Produkt 1

HCID 8453022-amino-N-cyclohexyl-N-methylbenzamideAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of the crude N-cyclohexyl-N-methyl-2-nitrobenzamide (1.05 g, 4 mmol) and a catalytic amount of Raney-Ni® in methanol (25 ml) was stirred overnight under hydrogen at room temperature. The catalyst was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting crude was dissolved in dichloromethane and washed with saturated aqueous sodium bicarbonate. The organic layer was dried (MgSO4) and the solvents removed under reduced pressure to give (0.89 g, 96%) of the title compound as a white solid.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionThe resulting crude was dissolved in dichloromethane
  4. washwashed with saturated aqueous sodium bicarbonate
  5. dry with materialThe organic layer was dried (MgSO4)
  6. customthe solvents removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-681d2c642a5d45a682ebb157387e4e2e
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253171B2

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