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Water → 1-Butanol,4-(imidazo[1,2-a]pyridin-5-yloxy)-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol | HCID 186403 | — |
| 反応物 | 5-Chloroimidazo[1,2-a]pyridine hydrochloride | HCID 21994174 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 生成物 | 1-Butanol,4-(imidazo[1,2-a]pyridin-5-yloxy)- | HCID 18936813 | — |
反応手順
In a nitrogen stream, 8.0 g (200 mmol) of 60% oily sodium hydride was added to a solution of 18.90 g (100 mmol) of 5-chloroimidazo[1,2-a]pyridine hydrochloride in 200 ml of dimethyl sulfoxide at 0° C., followed by stirring for 15 minutes. To this mixture, 20.44 g (100 mmol) of 4-hydroxy-1-t-butyldimethylsiloxybutane was added, followed by stirring room temperature for 5 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent: ethyl acetate) to yield 3.73 g (11.6%, orange oily substance) of the desired product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05840732 |
| 出典データセット | uspto-grants-1998_11 |
| ORD ID | ord-3dc2156c8ccc40a8a198198e69ef81ad |
| 出典メモ | uspto-grants-1998_11 |