Reaktion #302847

ord-902f15fce91d42039a9a2c1b5220640a

Reaktionsgleichung

O=C(CC(=O)c1cc(Br)ccc1O)c1ccc([N+](=O)[O-])cc1
compound 3
O=C(CC(=O)c1cc(Br)ccc1O)c1ccc([N+](=O)[O-])cc1
1-(5-bromo-2-hydroxyphenyl)-3-(4-nitrophenyl)propan-1,3-dione
O=S(=O)(O)O
sulfuric acid
O=c1cc(-c2ccc([N+](=O)[O-])cc2)oc2ccc(Br)cc12
compound 4
O=c1cc(-c2ccc([N+](=O)[O-])cc2)oc2ccc(Br)cc12
6-bromo-4′-nitroflavone

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturto reflux for 1 hour
  3. 3
    Sonstigewas returned to room temperature
  4. 4
    workup.ADDITIONice pieces were then added to the reaction solution
  5. 5
    FiltrationThe precipitated crystal was collected by filtration

Vorschrift

A mixed solution consisting of compound 3 (2.00 g, 5.49 mmol), concentrated sulfuric acid (0.5 ml), and acetic acid (40 ml) was heated to reflux for 1 hour. The temperature of the resultant was returned to room temperature, and ice pieces were then added to the reaction solution. The precipitated crystal was collected by filtration, so as to obtain a product of interest, 6-bromo-4′-nitroflavone (compound 4). Yield: 1.79 g (yield constant: 94.2%) MS m/z 347 (MH+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08192717B2uspto-grants-2012_06