4-Tert-butyl-1-methyl-2-nitrobenzene → 5-tert-Butyl-2-methylaniline

HRID 2297739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2297739
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([N+:12]([O-])=O)[CH:6]=1)([CH3:4])([CH3:3])[CH3:2]>CN(C=O)C.[Pd]>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[C:7]([CH:6]=1)[NH2:12])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 109544154-Tert-butyl-1-methyl-2-nitrobenzene

Produkt 1

HCID 130899795-tert-Butyl-2-methylaniline

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-tert-Butyl-2-nitrotoluene (200 mg, 1.1 mmol) was dissolved in DMF (10 mL). The catalyst (10% Pd/C, 5 mg) was added and the system was purged with argon then exposed to H2 (1 atm) for 12 h. The mixture was filtered over a pad of diatomaceous earth and the filtrate was diluted with water and extracted with ethyl acetate (3×10 mL). The combined organic extracts were washed with brine and dried (MgSO4). Removal of the volatiles in vacuo provided the product 5-tert-butyl-2-methylaniline.

Aufarbeitung

  1. customthe system was purged with argon
  2. filtrationThe mixture was filtered over a pad of diatomaceous earth
  3. additionthe filtrate was diluted with water
  4. extractionextracted with ethyl acetate (3×10 mL)
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (MgSO4)
  7. customRemoval of the volatiles in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5c19362e247d4b548a84b7f852d68f2e
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06492393B1

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