Reacción #92935

ord-213ef1a85db34e63bce76ce26da5f8f3

Ecuación de reacción

Cc1ccc(C(=O)C(C)Br)cc1
1-(4-methylphenyl)-1-oxo-2-bromopropane
Cn1ccnc1
1-methylimidazole
Cc1ccc(C(=O)C(C)N2C=C[NH+](C)C2)cc1.[Br-]
1-methyl-3-[1-methyl-2-(4-methylphenyl)-2-oxoethyl]-1H-imidazolium bromide
Rendimiento 11.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe reaction solvent was decanted
  2. 2
    Lavadothe 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
    Filtraciónthe precipitated solid was collected by filtration
  6. 6
    OtroThe solid was recrystallized from acetonitrile/diethyl ether

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04609670uspto-grants-1986_09