Cesium carbonate → 4-Benzyl-1-phenethyl-imidazole

HRID 1773889ノート

反応式

HRID 1773889 の反応式
[CH2:1]([C:8]1[N:9]=[CH:10][NH:11][CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].C([O-])([O-])=O.[Cs+].[Cs+].[CH2:25](OS(C)(=O)=O)[CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>C(#N)C>[CH2:1]([C:8]1[N:9]=[CH:10][N:11]([CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:12]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 4

HCID 10796Cesium carbonateHCID 11430Potassium CarbonateHCID 146679Methanesulfonic acid, 2-phenylethyl esterHCID 178420208HCID 178420208、化合物

生成物 1

HCID 233683114-Benzyl-1-phenethyl-imidazole

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a solution of 4-benzyl-1H-imidazole (example 110C) (1.23 g, 7.78 mmoles) in ACN (20 mL) are added K2CO3 (1.29 g, 9.34 mmoles), Cs2CO3 (253 mg, 0.778 mmole) and methanesulfonic acid phenethyl ester (example 4D) (1.86 g, 9.34 mmole). The reaction mixture is heated at reflux overnight, then cooled to room temperature, filtered, cake washed with ACN and filtrate concentrated under reduced pressure. The residue is purified by silica gel chromatography using (toluene:acetone) (90:10) to give 4-benzyl-1-phenethyl-imidazole.

後処理

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

出典と根拠

ORDレコード
ord-f75272429768482ca00e7f4296cd9b20
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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