Reaktion #468394

ord-0a99bcbb223241f083848b4a19a42fbe

Reaktionsgleichung

O=c1ccc2ccccc2o1
coumarin
O=[N+]([O-])O
nitric acid
O=c1ccc2cc([N+](=O)[O-])ccc2o1
6-nitrocoumarin
Ausbeute 85.0%

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeat room temperature

Vorschrift

In greater detail, coumarin (10 g, 68 mmol) was nitrated as described in the literature with an excess of fuming nitric acid overnight at room temperature to give 6-nitrocoumarin as the only major product. The 6-nitrocoumarin exhibited the following characteristics: Yield 85%. 1H NMR (DMSO-d6): 8.74 (d, J=3 Hz, 1H), 8.42 (dd, J=3, 9 Hz, 1H), 8.24 (d, J=10 Hz, 1H), 7.63 (d, J=9 Hz, 1H), 6.70 (d, J=10 Hz, 1H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06306587B1uspto-grants-2001_10