Reaction #92935

Reaction equation

1-(4-methylphenyl)-1-oxo-2-bromopropane

1-methylimidazole

→

1-methyl-3-[1-methyl-2-(4-methylphenyl)-2-oxoethyl]-1H-imidazolium bromide

Yield 11.0%

Solvents

diethyl ether

Conditions

Workup

1. 1
   OtherThe reaction solvent was decanted
2. 2
   Washthe residue was washed with diethyl ether
3. 3
   workup.DISSOLUTIONdissolved in acetonitrile
4. 4
   workup.ADDITIONThe resulting solution was diluted with diethyl ether
5. 5
   Filtrationthe precipitated solid was collected by filtration
6. 6
   OtherThe solid was recrystallized from acetonitrile/diethyl ether

Procedure

A solution 2.24 g (0.01 mol) of 1-(4-methylphenyl)-1-oxo-2-bromopropane and 0.9 g (0.011 mol) of 1-methylimidazole in 50 ml of diethyl ether was stirred at room for approximately 18 hours. The reaction solvent was decanted, and the residue was washed with diethyl ether and dissolved in acetonitrile. The resulting solution was diluted with diethyl ether and the precipitated solid was collected by filtration. The solid was recrystallized from acetonitrile/diethyl ether to afford 0.33 g of 1-methyl-3-[1-methyl-2-(4-methylphenyl)-2-oxoethyl]-1H-imidazolium bromide as a solid. (11% yield) mp=175°-177° C.

Source