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

HRID 1773888노트

반응식

HRID 1773888 반응식
[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

참가 물질

6

반응물 3

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

생성물 2

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-81048ad271874f8e9be78288c3725ad9
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09255101B2

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