1-Methylimidazole → HCID 70387077, compound

HRID 2119221Notes

Reaction equation

HRID 2119221 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([Br:11])[CH3:10])=[CH:4][CH:3]=1.[CH3:13][N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1>C(OCC)C>[Br-:11].[CH3:13][NH+:14]1[CH:18]=[CH:17][N:16]([CH:9]([CH3:10])[C:8]([C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[O:12])[CH2:15]1

Participants

4

Reactant 2

HCID 13901-MethylimidazoleHCID 27340632-Bromo-1-(4-methylphenyl)propan-1-one

Product 1

HCID 70387077HCID 70387077, compoundYield 11%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

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.

Workup

  1. customThe reaction solvent was decanted
  2. washthe residue was washed with diethyl ether
  3. dissolutiondissolved in acetonitrile
  4. additionThe resulting solution was diluted with diethyl ether
  5. filtrationthe precipitated solid was collected by filtration
  6. customThe solid was recrystallized from acetonitrile/diethyl ether

Sources & evidence

ORD record
ord-f30ed5bdf9c8488fa14cb11d3a267fd2
Source dataset
uspto-grants-1987_07
Patent number
US04683312

Reaction notes

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