Reacción #92933

ord-6430354e504d454496bcc68817c2b954

Ecuación de reacción

Cc1ccccc1C(=O)CBr
1-bromo-2-(2-methylphenyl)-2-oxoethane
Cn1ccnc1
1-methylimidazole
Cc1ccccc1C(=O)CN1C=C[NH+](C)C1.[Br-]
1-methyl-3-[2-(2-methylphenyl)-2-oxoethyl]-1H-imidazolium bromide
Rendimiento 34.0%

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.DISSOLUTIONThe residue was dissolved in hot acetonitrile
  4. 4
    Temperaturathe resulting solution was cooled
  5. 5
    workup.ADDITIONdiluted with diethyl ether
  6. 6
    OtroThe solid was collected
  7. 7
    Otrorecrystallized twice from acetonitrile/diethyl ether

Procedimiento

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.

Fuente

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