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

HRID 1773889노트

반응식

HRID 1773889 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 233683114-Benzyl-1-phenethyl-imidazole

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f75272429768482ca00e7f4296cd9b20
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255101B2

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