Nitrogen → 6-Methoxy-2-methyl-3-(trifluoromethyl)benzenamine

HRID 1042670

Reaktionsgleichung

Reaktionsgleichung von HRID 1042670
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[C:5]([CH3:13])[C:4]=1[N+:14]([O-])=O.N#N>[Pd].CO>[CH3:1][O:2][C:3]1[C:4]([NH2:14])=[C:5]([CH3:13])[C:6]([C:9]([F:10])([F:12])[F:11])=[CH:7][CH:8]=1

Komponenten

5

Edukt 2

HCID 947NitrogenHCID 594278831-Methoxy-3-methyl-2-nitro-4-(trifluoromethyl)benzene

Produkt 1

HCID 594278736-Methoxy-2-methyl-3-(trifluoromethyl)benzenamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

1-methoxy-3-methyl-2-nitro-4-(trifluoromethyl)benzene (258 mg, 1.10 mmol), methanol (11.0 mL), and palladium on carbon (77.4 mg) were combined in a N2-purged round bottom flask. A balloon containing H2 was affixed to the flask, and the solution was saturated with H2 for 2 minutes. The reaction mixture was allowed to stir under H2 atmosphere for 12 hrs. Upon completion, as judged by LCMS, the reaction mixture was filtered through a plug of Celite and the solvent was removed in vacuo to afford 6-methoxy-2-methyl-3-(trifluoromethyl)benzenamine. MS m/z=206 [M+H]+. Calc'd for C9H10F3NO: 205.

Aufarbeitung

  1. custompurged round bottom flask
  2. additionA balloon containing H2
  3. filtrationthe reaction mixture was filtered through a plug of Celite
  4. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3d0129c30aef4f2f89894b5435f68f6d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557996B2

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