Реакция #302847

ord-902f15fce91d42039a9a2c1b5220640a

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураwas heated
  2. 2
    Температураto reflux for 1 hour
  3. 3
    Другоеwas returned to room temperature
  4. 4
    workup.ADDITIONice pieces were then added to the reaction solution
  5. 5
    ФильтрацияThe precipitated crystal was collected by filtration

Методика

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+).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08192717B2uspto-grants-2012_06