1-Bromo-4-tert-butyl-2-nitrobenzene → 3-tert-Butylaniline

HRID 23458

Reaktionsgleichung

Reaktionsgleichung von HRID 23458
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:11])([CH3:10])[CH3:9])=[CH:4][C:3]=1[N+:12]([O-])=O.[H][H]>[Pd].CO>[C:8]([C:5]1[CH:4]=[C:3]([NH2:12])[CH:2]=[CH:7][CH:6]=1)([CH3:11])([CH3:9])[CH3:10]

Komponenten

5

Edukt 2

HCID 112539061-Bromo-4-tert-butyl-2-nitrobenzeneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 793343-tert-Butylaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1-Bromo-4-tert-butyl-2-nitro-benzene (18 g) was reduced as described in General Method 3 using 10% palladium on charcoal (1 g) and MeOH (100 mL) in a hydrogen atmosphere (50 psi). The catalyst was filtered, and the solvents were evaporated. The residue was taken in EtOAc (100 mL) and washed with saturated sodium bicarbonate solution and H2O. The solution was dried and concentrated. The residue was purified by flash chromatography to give 3-tert-butyl-phenylamine. MS (APCI): 150 (M+H).

Aufarbeitung

  1. filtrationThe catalyst was filtered
  2. customthe solvents were evaporated
  3. washwashed with saturated sodium bicarbonate solution and H2O
  4. customThe solution was dried
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d7f5f06869914232b71e686a20541302
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852711B2

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