Methyl iodide → 1-Methyl-5-phenyl-1H-imidazole
반응식
[C:1]1([C:7]2[N:8]=[CH:9][NH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].I[CH3:15]>C1COCC1.CCOC(C)=O>[CH3:15][N:8]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:11][N:10]=[CH:9]1참가 물질
6
실험 절차
To a solution of 4-phenylimidazole (500 mg, 3.47 mmol) in 10 mL THF at rt, was added 60% NaH (146 mg, 3.64 mmol). The mixture was stirred at rt for 5 min, then iodomethane (238 μL, 3.82 mmol) was added. The mixture was stirred at rt for 30 min, then was diluted with EtOAc. The organic phase was washed with H2O and brine, dried (Na2SO4) and concentrated. The crude residue was purified by flash chromatography (column #1: 0 to 10% MeOH/CH2Cl2 gradient, column #2: 1 to 2 to 5% MeOH/EtOAc, stepwise gradient) to afford 352 mg of Intermediate 13.1 and 166 mg of Intermediate 13.2.
후처리
- stirringThe mixture was stirred at rt for 30 min
- washThe organic phase was washed with H2O and brine
- dry with materialdried (Na2SO4)
- concentrationconcentrated
- customThe crude residue was purified by flash chromatography (column #1
출처 및 근거
- ORD 기록
- ord-5cf778ba069a472fa6710d8474aae64a
- 출처 데이터셋
- uspto-grants-2009_08
- 특허 번호
- US07576098B2
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