Reaktion #43137

ord-9fee8e75ba3d4258a595d0347fb4ef58

Reaktionsgleichung

COc1ccc(C=O)cc1F
3-Fluoro-4-methoxy-benzaldehyde
CC(=O)[O-].[NH4+]
ammonium acetate
C[N+](=O)[O-]
nitromethane
COc1ccc(C=C[N+](=O)[O-])cc1F
expected product
COc1ccc(C=C[N+](=O)[O-])cc1F
2-Fluoro-1-methoxy-4-(2-nitro-vinyl)-benzene

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was refluxed for 2 hours
  2. 2
    SonstigeThe nitromethane was removed by rotary evaporation
  3. 3
    Sonstigethe residue recrystallized from ethanol

Vorschrift

3-Fluoro-4-methoxy-benzaldehyde (10 g) was dissolved in 100 mL of nitromethane along with 5 g of ammonium acetate. The mixture was refluxed for 2 hours. The nitromethane was removed by rotary evaporation and the residue recrystallized from ethanol to give 7.6 g of the expected product. LC-MS showed the product had the expected M+H+ of 198.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07732444B2uspto-grants-2010_06