Reaktion #92932

ord-124ab2184a4f4cee8b6314db4d3d9224

Reaktionsgleichung

CCc1ccc(C(=O)CBr)cc1
1-bromo-2-(4-ethylphenyl)-2-oxoethane
Cn1ccnc1
1-methylimidazole
CCc1ccc(C(=O)CN2C=C[NH+](C)C2)cc1.[Br-]
1-methyl-3-[2-(4-ethylphenyl)-2-oxoethyl]-1H-imidazolium bromide
Ausbeute 38.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe reaction solvent was decanted
  2. 2
    Waschenthe residue was washed with diethyl ether
  3. 3
    workup.DISSOLUTIONdissolved in a small amount of acetonitrile
  4. 4
    workup.ADDITIONThe resulting solution was diluted with a small amount of ethyl acetate, whereupon a brown precipitate
  5. 5
    Sonstigeformed
  6. 6
    SonstigeThe solid was collected
  7. 7
    Sonstigerecrystallized from acetonitrile/ethyl acetate

Vorschrift

A solution of 4.41 g (0.019 mol) of 1-bromo-2-(4-ethylphenyl)-2-oxoethane and 1.65 g (0.02 mol) of 1-methylimidazole in 40 ml of diethyl ether was stirred at room temperature for approximately 18 hours. The reaction solvent was decanted, and the residue was washed with diethyl ether and dissolved in a small amount of acetonitrile. The resulting solution was diluted with a small amount of ethyl acetate, whereupon a brown precipitate formed. The solid was collected and recrystallized from acetonitrile/ethyl acetate to provide 2.26 g of 1-methyl-3-[2-(4-ethylphenyl)-2-oxoethyl]-1H-imidazolium bromide as fine yellow brown needles. (38% yield) mp=177°-179° C.

Quelle

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