Potassium Carbonate → 5-Methyl-1-phenethyl-4-phenyl-imidazole

HRID 1773888ノート

反応式

HRID 1773888 の反応式
[CH3:1][C:2]1[NH:6][CH:5]=[N:4][C:3]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C([O-])([O-])=O.[K+].[K+].[CH2:19](OS(C)(=O)=O)[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(#N)C>[CH3:1][C:2]1[N:6]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH:5]=[N:4][C:3]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1.[CH3:1][C:2]1[N:6]=[CH:5][N:4]([CH2:19][CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:3]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 146679Methanesulfonic acid, 2-phenylethyl esterHCID 8170055-methyl-4-phenyl-1H-imidazole

生成物 2

HCID 867039665-Methyl-1-phenethyl-4-phenyl-imidazoleHCID 867039674-Methyl-1-phenethyl-5-phenyl-imidazole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 5-methyl-4-phenyl-1H-imidazole (example 103D) (1.02 g, 6.44 mmoles) in ACN (20 mL) are added K2CO3 (1.07 g, 7.72 mmoles) and methanesulfonic acid phenethyl ester (example 4D). The reaction mixture is heated at reflux overnight, then cooled to room temperature, filtered, cake washed with ACN and solvent is removed under reduced pressure. The residue is purified by silica gel chromatography using (toluene:acetone) (90:10) as eluent to give 5-methyl-1-phenethyl-4-phenyl-imidazole and 4-methyl-1-phenethyl-5-phenyl-imidazole.

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureat reflux overnight
  3. filtrationfiltered
  4. washcake washed with ACN and solvent
  5. customis removed under reduced pressure
  6. customThe residue is purified by silica gel chromatography

出典と根拠

ORDレコード
ord-81048ad271874f8e9be78288c3725ad9
出典データセット
uspto-grants-2016_02
特許番号
US09255101B2

反応ノート

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