Reaktion #8214

ord-a2dc7544472245ceae1897b7f180e6d7

Reaktionsgleichung

CC[N+](=O)[O-]
nitroethane
COc1cc2c(C=O)c[nH]c2cc1F
6-fluoro-5-methoxy-1H-indole-3-carbaldehyde
CC(=O)[O-].[NH4+]
ammonium acetate
COc1cc2c(C=C(C)[N+](=O)[O-])c[nH]c2cc1F
6-fluoro-5-methoxy-3-(2-nitro-propenyl)-1H-indole
Ausbeute 92.0%

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturto cool
  2. 2
    Filtrationis filtered

Vorschrift

A mixture of nitroethane(44 ml, 611 mmol), 6-fluoro-5-methoxy-1H-indole-3-carbaldehyde (11.8 g, 61 mmol), and ammonium acetate(1.78 g, 23 mmol) is stirred at 100° C. for 3 hours, allowed to cool, and is filtered to give 14 g of 6-fluoro-5-methoxy-3-(2-nitro-propenyl)-1H-indole (92%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087635B2uspto-grants-2006_08