2-Ethylimidazole → 1-(3-Bromophenyl)-2-(2-ethylimidazol-1-yl)ethanone

HRID 659698Notes

Reaction equation

HRID 659698 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Br:11])[CH:6]=1)=[O:4].[CH2:12]([C:14]1[NH:15][CH:16]=[CH:17][N:18]=1)[CH3:13]>O1CCOCC1>[Br:11][C:7]1[CH:6]=[C:5]([C:3](=[O:4])[CH2:2][N:15]2[CH:16]=[CH:17][N:18]=[C:14]2[CH2:12][CH3:13])[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 661302-EthylimidazoleHCID 5195852-Bromo-1-(3-bromophenyl)ethan-1-one

Product 1

HCID 614053531-(3-Bromophenyl)-2-(2-ethylimidazol-1-yl)ethanoneYield 51%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 2-bromo-1-(3-bromophenyl)ethanone (120 mg, 0.432 mmol) in dioxane (2 mL) was added 2-ethylimidazole (83.0 mg, 0.864 mmol) and the reaction mixture was stirred for 1 h at 80° C. The reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography using MeOH:CH2Cl2 (6:94) as eluent to give the sub-title compound in 51% yield (65 mg, 0.22 mmol).

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-ce93dc102f8d4441832e003a5010baba
Source dataset
uspto-grants-2011_12
Patent number
US08080571B2

Reaction notes

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