2-Fluoro-6-nitroaniline → 3-Fluorobenzene-1,2-diamine

HRID 2036589Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2036589
[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([N+:9]([O-])=O)[C:3]=1[NH2:4]>CO>[F:1][C:2]1[CH:8]=[CH:7][CH:6]=[C:5]([NH2:9])[C:3]=1[NH2:4]

Komponenten

3

Edukt 1

HCID 873162-Fluoro-6-nitroaniline

Produkt 1

HCID 27828353-Fluorobenzene-1,2-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 2-fluoro-6-nitroaniline (2 g, 12.8 mmol) in MeOH (15 mL) palladium 10 wt % on carbon (180 mg, 75 μmol) was added under N2. After flushing the flask with N2 for 2 min, the solution was stirred under a H2 balloon. After 6 h, the mixture was filtered through a celite pad rinsed with MeOH, and concentrated under reduced pressure. The residue was purified by column chromatography on a silica gel column using EtOAc:DCM (1:1) as eluent to give 3-fluorobenzene-1,2-diamine: LC-MS (ESI) m/z 127.2 [M+H]+.

Aufarbeitung

  1. customAfter flushing the flask with N2 for 2 min
  2. filtrationthe mixture was filtered through a celite pad
  3. washrinsed with MeOH
  4. concentrationconcentrated under reduced pressure
  5. customThe residue was purified by column chromatography on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-3cb8c9c2883d46d5a8a854508d743e04
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08575183B2

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