N-(4-methyl-3-nitrophenyl)cyclopropanecarboxamide → N-(3-amino-4-methylphenyl)cyclopropanecarboxamide

HRID 1921286

Reaktionsgleichung

Reaktionsgleichung von HRID 1921286
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH:11]2[CH2:13][CH2:12]2)=[O:10])=[CH:4][C:3]=1[N+:14]([O-])=O.[H][H]>CO.[Pd]>[NH2:14][C:3]1[CH:4]=[C:5]([NH:8][C:9]([CH:11]2[CH2:13][CH2:12]2)=[O:10])[CH:6]=[CH:7][C:2]=1[CH3:1]

Komponenten

5

Edukt 2

HCID 4104437N-(4-methyl-3-nitrophenyl)cyclopropanecarboxamideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 24693537N-(3-amino-4-methylphenyl)cyclopropanecarboxamideAusbeute 94,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

N-(4-Methyl-3-nitrophenyl)cyclopropanecarboxamide (409 mg) was hydrogenated over 10% Pd/C (50% wet, 80 mg) at atmospheric pressure of hydrogen in MeOH (20 mL) for 5 hr. The catalyst was removed by filtration through Celite® pad and the filtrate was evaporated in vacuo to give N-(3-amino-4-methylphenyl)cyclopropanecarboxamide (335 mg).

Aufarbeitung

  1. customThe catalyst was removed by filtration through Celite® pad
  2. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1148f2f8c34e49a9a37dc682729e6a91
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08173684B2

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