N,N-dimethyl-2-(4-nitrophenoxy)ethanamine → 4-[2-(Dimethylamino)ethoxy]aniline

HRID 448377Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 448377
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][CH:7]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1

Komponenten

5

Edukt 2

HCID 887421N,N-dimethyl-2-(4-nitrophenoxy)ethanamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 64846554-[2-(Dimethylamino)ethoxy]aniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of dimethyl-[2-(4-nitro-phenoxy)-ethyl]-amine (3.0 g, 14 mmol) and 5% Pd—C (0.4 g) in ethyl acetate (70 mL) was hydrogenated under 50 psi hydrogen for 20 hours. The mixture was filtered through Celite and the filtrate was evaporated in vacuo, providing 2.6 g, in quantitative yield; 1H NMR (CDCl3) δ 2.32 (s, 6H), 2.69 (t, J=5.8 Hz, 2H), 3.99 (t, J=5.8 Hz, 2H), 6.00-6.66 (m, 2H), 6.73-6.78 (m, 2H).

Aufarbeitung

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate was evaporated in vacuo
  3. customproviding 2.6 g

Quellen und Nachweise

ORD-Eintrag
ord-b6fada2c26c445e7aee0ad12bfca45bc
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481568B2

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