2-Fluoro-4-trimethylsilylnitrobenzene → 2-Fluoro-4-(trimethylsilyl)aniline

HRID 2264955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2264955
[F:1][C:2]1[CH:7]=[C:6]([Si:8]([CH3:11])([CH3:10])[CH3:9])[CH:5]=[CH:4][C:3]=1[N+:12]([O-])=O>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([Si:8]([CH3:10])([CH3:9])[CH3:11])[CH:5]=[CH:4][C:3]=1[NH2:12]

Komponenten

3

Edukt 1

HCID 591401872-Fluoro-4-trimethylsilylnitrobenzene

Produkt 1

HCID 595965992-Fluoro-4-(trimethylsilyl)anilineAusbeute 92 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The 2-fluoro-4-trimethylsilylnitrobenzene (5.45 g, 25.6 mmol) was then dissolved in ethanol (100 mL), transferred to a Parr shaker bottle, flushed with nitrogen, then charged with 10% Pd—C (0.4 g). The reaction mixture was hydrogenated for 1 h on the Parr apparatus (45 psi H2), and then filtered through a plug of Celite. The filter cake was washed with ethanol, and the combined filtrates were concentrated. The resulting residue was purified by flash chromatography (250 mL silica gel, 95:5 hexane-ethyl ether), to afford the title compound as a tan oil (4.31 g, 92%).

Aufarbeitung

  1. customflushed with nitrogen
  2. additioncharged with 10% Pd—C (0.4 g)
  3. filtrationfiltered through a plug of Celite
  4. washThe filter cake was washed with ethanol
  5. concentrationthe combined filtrates were concentrated
  6. customThe resulting residue was purified by flash chromatography (250 mL silica gel, 95:5 hexane-ethyl ether)

Quellen und Nachweise

ORD-Eintrag
ord-b7a3bcbda79c45e7ae8d8719a1c94785
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855216B2

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