Reaction #92934

ord-adb1937ba43f4ec58485f7a79e1b4121

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    FiltrationThe precipitated solid was collected by filtration
  2. 2
    Washwashed with diethyl ether
  3. 3
    workup.DISSOLUTIONdissolved in methanol
  4. 4
    workup.ADDITIONThis solution was diluted with diethyl ether
  5. 5
    Filtrationthe resulting white solid was collected by filtration
  6. 6
    OtherThis solid was recrystallized from methanol/diethyl ether

Procedure

A solution of 8 ml (0.047 mol) of 90% pure 1-phenyl-1-oxo-2-bromopropane and 4.25 g (0.052 mol) of 1-methylimidazole in 100 ml of diethyl ether was stirred at room temperature for approximately 24 hours. The precipitated solid was collected by filtration, washed with diethyl ether and dissolved in methanol. This solution was diluted with diethyl ether and the resulting white solid was collected by filtration. This solid was recrystallized from methanol/diethyl ether to afford 7.65 g of 1-methyl-3-(1-methyl-2-phenyl-2-oxoethyl)-1H-imidazolium bromide as white crystals. (55% yield) mp=167°-170° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04609670uspto-grants-1986_09