(3-Bromo-5-nitrophenyl)methanol → (3-Amino-5-bromophenyl)methanol

HRID 391429

Reaktionsgleichung

Reaktionsgleichung von HRID 391429
[Br:1][C:2]1[CH:3]=[C:4]([CH2:11][OH:12])[CH:5]=[C:6]([N+:8]([O-])=O)[CH:7]=1>CO.[Pt](=O)=O>[NH2:8][C:6]1[CH:5]=[C:4]([CH2:11][OH:12])[CH:3]=[C:2]([Br:1])[CH:7]=1

Komponenten

4

Edukt 1

HCID 14866972(3-Bromo-5-nitrophenyl)methanol

Produkt 1

HCID 58993589(3-Amino-5-bromophenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 345198Adams' catalystKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

(3-Bromo-5-nitrophenyl)methanol (3.9 g, 16.8 mmol) in methanol (35 mL) was flushed with nitrogen, and treated with platinum (IV) oxide (390 mg). The flask was flushed with hydrogen and allowed to stir under an atmosphere of hydrogen for 1 h. The reaction was flushed with nitrogen, filtered through celite, and concentrated to afford 3.1 g (94%). 1H-NMR (CDCl3, 300 MHz) δ 6.95 (s, 1H), 6.80 (s, 1H), 6.79 (s, 1H), 4.61 (s, 2H). Mass spec.: 203.96 (MH)+.

Aufarbeitung

  1. customThe flask was flushed with hydrogen
  2. customThe reaction was flushed with nitrogen
  3. filtrationfiltered through celite
  4. concentrationconcentrated
  5. customto afford 3.1 g (94%)

Quellen und Nachweise

ORD-Eintrag
ord-e4f63e5b3b20495b971be59e1fb5bc9b
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383821B2

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