Reaction #2069963

Reaction equation

Potassium carbonate

methyl iodide

compound

1-(4-Bromo-2-hydroxyphenyl)-1-butanone

→

title compound

Yield 67.7%

1-(4-Bromo-2-methoxyphenyl)-1-butanone

Yield 67.7%

Solvents

acetone

Conditions

Workup

1. 1
   Temperaturewhile heating
2. 2
   Temperatureunder reflux for 4 hours
3. 3
   FiltrationThe reaction mixture was filtered through celite, ether
4. 4
   workup.ADDITIONwas added
5. 5
   Otherto remove insoluble material
6. 6
   Filtrationby filtration
7. 7
   Concentrationthe filtrate was concentrated under reduced pressure
8. 8
   OtherThe residue was purified by silica gel column chromatography

Procedure

Potassium carbonate (9.07 g) and methyl iodide (3.92 ml) were added to a solution of the compound of Example B220 (13.30 g) in acetone (75 ml), and this reaction mixture was stirred while heating under reflux for 4 hours. The reaction mixture was filtered through celite, ether was added to remove insoluble material by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (9.52 g).

Source