2-(2-Nitrophenyl)-3-(trimethylsilyl)-2-propene → 2-(1-Methyl-2-trimethylsilylethyl)phenylamine

HRID 498918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 498918
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[CH:12][Si:13]([CH3:16])([CH3:15])[CH3:14])[CH3:11])([O-])=O.[H][H]>O1CCCC1.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]([CH2:12][Si:13]([CH3:15])([CH3:14])[CH3:16])[CH3:11]

Komponenten

5

Edukt 2

HCID 684549542-(2-Nitrophenyl)-3-(trimethylsilyl)-2-propeneHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 578833472-(1-Methyl-2-trimethylsilylethyl)phenylamineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The reaction product of step A [7.2 g] was hydrogenated in tetrahydrofurane over palladium on charcoal at atmospheric pressure and room temperature until the uptake of hydrogen ceased. The catalyst was filtered off and, after evaporation of the solvent, the product was chromatographed on silacagel (eluent: 10% ethylacetate in hexane) to yield 2-(2-aminophenyl)-3-(trimethylsilyl)-propane [4.7 g; 88% purity according to NMR]. This product was used in the next step without further purification.

Aufarbeitung

  1. filtrationThe catalyst was filtered off
  2. customafter evaporation of the solvent
  3. customthe product was chromatographed on silacagel (eluent: 10% ethylacetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-62388dac03b24cc1990f6196e9532ce6
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767623B2

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