2-Methyl-3-nitroanisole → 3-Methoxy-2-methylaniline

HRID 562861

Reaktionsgleichung

Reaktionsgleichung von HRID 562861
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[O:11][CH3:12]>C(O)C.[Pd]>[CH3:1][C:2]1[C:3]([O:11][CH3:12])=[CH:4][CH:5]=[CH:6][C:7]=1[NH2:8]

Komponenten

4

Edukt 1

HCID 785542-Methyl-3-nitroanisole

Produkt 1

HCID 118048223-Methoxy-2-methylanilineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 2-methyl-3-nitro anisole A1 (5.1 g; 30.33 mmol; requires ˜30 min to dissolve) in absolute ethanol (85 mL) was added 10% Pd/C catalyst (500 mg). The solution was hydrogenated under a hydrogen filled balloon at atmospheric pressure and room temperature for 19 h. The reaction mixture was filtered through a Celite pad, rinsed and evaporated to dryness to obtain 2-methyl-3-methoxyaniline A2 as a deep mauve oil (4.1 g; 29.81 mmol; 98% yield).

Aufarbeitung

  1. customat atmospheric pressure and room temperature
  2. customfor 19 h
  3. filtrationThe reaction mixture was filtered through a Celite pad
  4. washrinsed
  5. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-b77af7671dff448abdaad8a8d2621d06
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067438B2

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