反応 #302847

ord-902f15fce91d42039a9a2c1b5220640a

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度was heated
  2. 2
    温度to reflux for 1 hour
  3. 3
    その他was returned to room temperature
  4. 4
    workup.ADDITIONice pieces were then added to the reaction solution
  5. 5
    ろ過The precipitated crystal was collected by filtration

実験手順

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+).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08192717B2uspto-grants-2012_06