2-(4-Nitrophenoxy)ethanol → 2-(4-Aminophenoxy)ethanol

HRID 491214

Reaktionsgleichung

Reaktionsgleichung von HRID 491214
[N+:1]([C:4]1[CH:13]=[CH:12][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH2:9][CH2:10][OH:11])=[CH:12][CH:13]=1

Komponenten

4

Edukt 1

HCID 853812-(4-Nitrophenoxy)ethanol

Produkt 1

HCID 808922-(4-Aminophenoxy)ethanolAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-(4-nitro-phenoxy)-ethanol (2.1 g, 12 mmol) in MeOH (30 mL) was flushed with argon and then charged with 10 wt % Pd/C (0.1 equiv by wt). The mixture was evacuated under house vacuum and then refilled with hydrogen from hydrogen balloon. The cycle was repeated again and the mixture stirred at room temperature for 2 h. The heterogeneous reaction mixture was filtered through a pad of Celite, washed with MeOH and concentrated in vacuo to furnish the title compound (1.8 g, 99%) as a brown solid. MS (ES+): m/z 154 (M+H)+.

Aufarbeitung

  1. customThe mixture was evacuated under house vacuum
  2. additionrefilled with hydrogen from hydrogen balloon
  3. filtrationThe heterogeneous reaction mixture was filtered through a pad of Celite
  4. washwashed with MeOH
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-7dca8a8c9d3f47bb97f17ac105e26ac3
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07528143B2

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