1-Methylimidazole → 1-methyl-3-[2-(4-ethylphenyl)-2-oxoethyl]-1H-imidazolium bromide

HRID 2119218

Reaktionsgleichung

Reaktionsgleichung von HRID 2119218
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH3:12])=[CH:7][CH:6]=1)=[O:4].[CH3:13][N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>C(OCC)C>[Br-:1].[CH3:13][NH+:14]1[CH:18]=[CH:17][N:16]([CH2:2][C:3]([C:5]2[CH:10]=[CH:9][C:8]([CH2:11][CH3:12])=[CH:7][CH:6]=2)=[O:4])[CH2:15]1

Komponenten

4

Edukt 2

HCID 13901-MethylimidazoleHCID 124019512-Bromo-1-(4-ethylphenyl)ethan-1-one

Produkt 1

HCID 703877531-methyl-3-[2-(4-ethylphenyl)-2-oxoethyl]-1H-imidazolium bromideAusbeute 38,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. customThe reaction solvent was decanted
  2. washthe residue was washed with diethyl ether
  3. dissolutiondissolved in a small amount of acetonitrile
  4. additionThe resulting solution was diluted with a small amount of ethyl acetate, whereupon a brown precipitate
  5. customformed
  6. customThe solid was collected
  7. customrecrystallized from acetonitrile/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-f2b742bd4f174055b07a02ae02d0f5dd
Quelldatensatz
uspto-grants-1987_07
Patentnummer
US04683312

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