3-(4-Nitrophenoxy)benzoic acid → 3-(4-Aminophenoxy)benzoic acid

HRID 78312

Reaktionsgleichung

Reaktionsgleichung von HRID 78312
[C:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)([OH:3])=[O:2]>CO.[Pd]>[C:1]([C:4]1[CH:5]=[C:6]([CH:17]=[CH:18][CH:19]=1)[O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)([OH:3])=[O:2]

Komponenten

4

Edukt 1

HCID 7679193-(4-Nitrophenoxy)benzoic acid

Produkt 1

HCID 230090363-(4-Aminophenoxy)benzoic acidAusbeute 48 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A slurry of 4-(3-carboxyphenoxy)-1-nitrobenzene (5.38 g, 20.7 mmol) and 10% Pd/C (0.50 g) in MeOH (120 mL) was stirred under an H2 atmosphere (balloon) for 2 d. The resulting mixture was filtered through a pad of Celite®, then concentrated under reduced pressure to afford 4-(3-carboxyphenoxy)aniline as a brown solid (2.26 g, 48%): TLC (10% MeOH/90% CH2Cl2) Rf 0.44 (streaking).

Aufarbeitung

  1. filtrationThe resulting mixture was filtered through a pad of Celite®
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-da39a2c50a7643df952190f67179ef72
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841330B2

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