Reaktion #1519136

ord-8df91478a0ad4de4b2de6b5f6e366b56

Reaktionsgleichung

[NH4+].[OH-]
ammonium hydroxide
O=C1C2=Cc3ccccc3C2=CC([N+](=O)[O-])=C1O
3-nitro-2-hydroxyfluorenone
[Cl][Sn][Cl]
SnCl2
Cl
HCl
NC1=C(O)C(=O)C2=Cc3ccccc3C2=C1
product
Ausbeute 65.0%
NC1=C(O)C(=O)C2=Cc3ccccc3C2=C1
3-amino-2-hydroxyfluorenone
Ausbeute 65.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    ExtraktionAfter extracting with EtOAc (3×100 ml)
  2. 2
    Trocknenwere dried over magnesium sulfate
  3. 3
    Sonstigeevaporated

Vorschrift

A mixture of 3-nitro-2-hydroxyfluorenone (1.6 g, 6.6 mmol) and SnCl2 (3 g, 6.6 mmol) was refluxed in 100 ml acetic acid:conc. HCl (1:1) for 1 hour. The mixture was allowed to cool to room temperature and neutralized with ammonium hydroxide. After extracting with EtOAc (3×100 ml), combined organic fractions were dried over magnesium sulfate and evaporated to leave the product as a brown solid (65%) (M+1, 212).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612063B2uspto-grants-2009_11