Реакция #302858

ord-ec8093e8f99844c7b25b43ef7239b80d

Уравнение реакции

COc1ccc(O)c(C(=O)CC(=O)c2ccc([N+](=O)[O-])cc2)c1
compound 22
COc1ccc(O)c(C(=O)CC(=O)c2ccc([N+](=O)[O-])cc2)c1
1-(5-methoxy-2-hydroxyphenyl)-3-(4-nitrophenyl)propan-1,3-dione
O=S(=O)(O)O
sulfuric acid
COc1ccc2oc(-c3ccc([N+](=O)[O-])cc3)cc(=O)c2c1
6-methoxy-4′-nitroflavone
COc1ccc2oc(-c3ccc([N+](=O)[O-])cc3)cc(=O)c2c1
compound 23

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 22 (2.92 g, 9.26 mmol), concentrated sulfuric acid (1 ml), and acetic acid (50 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-methoxy-4′-nitroflavone (compound 23). Yield: 2.31 g (yield constant: 84.1%)

Источник

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