Reaktion #160504

ord-111bd519c84a4f52ada23e687209d777

Reaktionsgleichung

O
water
O=Cc1c[nH]c2cc(F)ccc12
6-fluoro-1H-indole-3-carbaldehyde
NO
hydroxylamine
O=C[O-].[Na+]
sodium formate
N#Cc1c[nH]c2cc(F)ccc12
title compound
Ausbeute 59.9%
N#Cc1c[nH]c2cc(F)ccc12
6-Fluoro-1H-indole-3-carbonitrile
Ausbeute 59.9%

Lösungsmittel

Reaktionsbedingungen

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

Aufarbeitung

  1. 1
    TemperaturAfter cooling to ambient temperature
  2. 2
    Filtrationthe precipitated solid was collected by filtration
  3. 3
    Waschenwashed with water
  4. 4
    Sonstigedried

Vorschrift

To a solution of 6-fluoro-1H-indole-3-carbaldehyde (0.97 g) in 90% formic acid (25 mL) were added hydroxylamine (0.65 g) and sodium formate (0.81 g), and this mixture was stirred at 100° C. for 3 hours. After cooling to ambient temperature, water was added to this reaction mixture and the precipitated solid was collected by filtration, and washed with water, dried to give the title compound (0.57 g).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08829040B2uspto-grants-2014_09