Phosphorus oxychloride → Ethyl 4-[2,4-dichloro-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]butanoate
反応式
[Cl:1][C:2]1[C:10]2[NH:9][C:8](=O)[N:7]([CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:6]=2[C:5]([CH:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:27])=O>>[Cl:27][C:8]1[N:7]([CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:6]2[C:5]([CH:20]([CH2:23][CH3:24])[CH2:21][CH3:22])=[CH:4][CH:3]=[C:2]([Cl:1])[C:10]=2[N:9]=1参加物
3
実験手順
The solution of ethyl 4-[4-chloro-7-(1-ethylpropyl)-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl]butanoate (6.8 g, 19.32 mmol) in phosphorus oxychloride (70 mL) was stirred at 100-110° C. for 2 days. After cooled to room temperature, the excess phosphorus oxychloride was removed by distillation and the residue was poured into water. The aqueous phase was extracted with ethyl acetate (100 mL×3) and the combined extracts were washed with saturated aqueous sodium bicarbonate (100 mL×2) and water (100 mL), dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column (petroleum ether/ethyl acetate, 50/1) to afford the title compound (2.4 g, 34%) as light yellow oil.
後処理
- customthe excess phosphorus oxychloride was removed by distillation
- additionthe residue was poured into water
- extractionThe aqueous phase was extracted with ethyl acetate (100 mL×3)
- washthe combined extracts were washed with saturated aqueous sodium bicarbonate (100 mL×2) and water (100 mL)
- dry with materialdried over sodium sulfate
- concentrationconcentrated in vacuo
- customThe residue was purified by silica gel column (petroleum ether/ethyl acetate, 50/1)
出典と根拠
- ORDレコード
- ord-2fd541fb4e9d45df98e7eb48ffbb619c
- 出典データセット
- uspto-grants-2014_12
- 特許番号
- US08901141B2
反応ノート
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