Réaction #302854

Équation de réaction

compound 14

1-(5-bromo-2-hydroxyphenyl)-3-(4-methoxyphenyl)propan-1,3-dione

sulfuric acid

→

compound 15

6-bromo-4′-methoxyflavone

Solvants

acetic acid

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureto reflux for 1 hour
3. 3
   Autrewas 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

Mode opératoire

A mixed solution consisting of compound 14 (2.67 g, 7.65 mmol), concentrated sulfuric acid (0.78 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′-methoxyflavone (compound 15). Yield: 2.01 g (yield constant: 79.4%) 1H NMR (300 MHz, CDCl3) δ8.35 (s, 1H), 7.87 (d, J=9.0 Hz, 2H), 7.77 (d, J=9.0 Hz, 1H), 7.45 (d, J=9.3 Hz, 1H), 7.03 (d, J=9.0 Hz, 2H), 6.75 (s, 1H), 3.90 (s, 3H).

Source