2-(4-Nitrophenyl)acetamide → 2-(4-Aminophenyl)acetamide

HRID 77276

Reaktionsgleichung

Reaktionsgleichung von HRID 77276
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH2:13])=[O:12])=[CH:6][CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][C:11]([NH2:13])=[O:12])=[CH:8][CH:9]=1

Komponenten

5

Edukt 2

HCID 2336132-(4-Nitrophenyl)acetamideHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 2380342-(4-Aminophenyl)acetamideAusbeute 879,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 4-nitrophenylacetamide 55 (3.2 g, 1.78 mmol) in methanol (50 mL) was added 10% Pd—C (0.32 g) and the resulted mixture was stirred at room temperature for 24 h under 1 atm hydrogen atmosphere. Pd—C was removed by filtration on Celite. The filtered solution was evaporated to provide 55a (2.35 g, 90% yield). 1HNMR (300 MHz, CDCl3-CD3OD): δ 7.06 (d, J=8 Hz, 2H), 6.72 (d, J=8 Hz, 2H), 3.41 (s, 2H).

Aufarbeitung

  1. customPd—C was removed by filtration on Celite
  2. customThe filtered solution was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-7c2444693130437099ebd59759c6d1ac
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841263B2

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