Methyl iodide → 1-Methyl-5-phenyl-1H-imidazole
反応式
[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]1参加物
6
実験手順
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.
後処理
- 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
出典と根拠
- ORDレコード
- ord-5cf778ba069a472fa6710d8474aae64a
- 出典データセット
- uspto-grants-2009_08
- 特許番号
- US07576098B2
反応ノート
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