Reaction #92933

Reaction equation

1-bromo-2-(2-methylphenyl)-2-oxoethane

1-methylimidazole

→

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

Yield 34.0%

Solvents

diethyl ether

Conditions

Workup

1. 1
   OtherThe reaction solvent was decanted
2. 2
   Washthe residue was washed with diethyl ether
3. 3
   workup.DISSOLUTIONThe residue was dissolved in hot acetonitrile
4. 4
   Temperaturethe resulting solution was cooled
5. 5
   workup.ADDITIONdiluted with diethyl ether
6. 6
   OtherThe solid was collected
7. 7
   Otherrecrystallized twice from acetonitrile/diethyl ether

Procedure

A solution of 4.22 g (0.02 mol) of 1-bromo-2-(2-methylphenyl)-2-oxoethane, 2.64 g (0.032 mol) of 1-methylimidazole and 60 ml of diethyl ether was stirred at room temperature for approximately 17 hours. The reaction solvent was decanted and the residue was washed with diethyl ether. The residue was dissolved in hot acetonitrile, and the resulting solution was cooled and diluted with diethyl ether. The solid was collected and recrystallized twice from acetonitrile/diethyl ether to afford 1.99 g of 1-methyl-3-[2-(2-methylphenyl)-2-oxoethyl]-1H-imidazolium bromide as white needles. (34% yield) mp=152°-154° C.

Source