Diethyl[2-(4-nitrophenoxy)ethyl]amine → 4-(2-(Diethylamino)ethoxy)aniline

HRID 23920

Reaktionsgleichung

Reaktionsgleichung von HRID 23920
[CH2:1]([N:3]([CH2:16][CH3:17])[CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1)[CH3:2]>[Pd].C(O)C>[CH2:16]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][O:6][C:7]1[CH:8]=[CH:9][C:10]([NH2:13])=[CH:11][CH:12]=1)[CH3:17]

Komponenten

4

Edukt 1

HCID 88294Diethyl[2-(4-nitrophenoxy)ethyl]amine

Produkt 1

HCID 4189324-(2-(Diethylamino)ethoxy)anilineAusbeute 46 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 4-(2-diethylaminoethoxy)-1-nitrobenzene (Method 10) (1.0 g, 4.2 mmol) and 10% palladium on charcoal catalyst (200 mg) in ethanol (30 ml) was stirred under an atmosphere of hydrogen for 3 hours. The catalyst was removed by filtration through diatomaceous earth and the filter pad was washed with methanol. The volatiles were removed from the filtrate by evaporation to give the title compound (400 mg, 46%) as an oil. M/z: 209 [MH]+.

Aufarbeitung

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. washthe filter pad was washed with methanol
  3. customThe volatiles were removed from the filtrate by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-e9850bf8f4614397a428caf3690d3eee
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855719B1

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