Water → 1-ethyl-4-methyl-1H-imidazole-5-carbaldehyde
反応式
[CH3:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH:7]=[O:8].I[CH2:10][CH3:11].O>C1COCC1>[CH2:10]([N:5]1[C:6]([CH:7]=[O:8])=[C:2]([CH3:1])[N:3]=[CH:4]1)[CH3:11]参加物
5
実験手順
To 4-methyl-1H-imidazole-5-carbaldehyde (5.0 g, 45.4 mmol) in anhydrous THF (50 mL) was added diaza(1,3)bicyclo[5.4.0]undecane (DBU, 6.8 mL, 45.4 mmol), and iodoethane (3.4 mL, 45.4 mmol). The mixture was stirred at room temperature overnight. Water (50 mL) was added before the THF was evaporated. The mixture was extracted with EtOAc (1×50 mL) and 2-butanol (2×50 mL). The organic extracts were combined, dried over MgSO4, filtered, evaporated, and dried in vacuo. The crude product was purified by flash chromatography (0-1% MeOH/DCM), affording 1-ethyl-4-methyl-1H-imidazole-5-carbaldehyde (806 mg, 13% yield).
後処理
- customwas evaporated
- extractionThe mixture was extracted with EtOAc (1×50 mL) and 2-butanol (2×50 mL)
- dry with materialdried over MgSO4
- filtrationfiltered
- customevaporated
- customdried in vacuo
- customThe crude product was purified by flash chromatography (0-1% MeOH/DCM)
出典と根拠
- ORDレコード
- ord-c62358bd86e34960842cc448a873fb72
- 出典データセット
- uspto-grants-2016_04
- 特許番号
- US09315521B2
反応ノート
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