化工社化工社 化学情報印刷レポート · 研究参考用
Imidazole → 4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-chloro-6-methoxypyridine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 反応物 | (2-Chloro-6-methoxypyridin-4-yl)methanol | HCID 11457961 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-chloro-6-methoxypyridine | HCID 57486888 | 93% |
反応手順
A solution of [2-chloro-6-(methyloxy)-4-pyridinyl]methanol (for a synthesis see Adamczyk, M.; Akireddy, S. R.; Reddy, Rajarathnam E. Tetrahedron 2002, 58(34), 6951)(8.02 g, 46.22 mmol) in dry DMF (100 ml) was treated with tert-butyldimethylsilyl chloride (8.36 g, 55.46 mmol) and imidazole (3.77 g, 55.46 mmol) and stirred at rt for 2 h. The reaction mixture was treated with water extracted three times with dichloromethane, dried (magnesium sulphate), evaporated and chromatographed on silica gel (100 g), eluting with 1:4 ethyl acetate-hexane to give the desired product (12.38 g, 93%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732461B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-882eac7cbb6649c0b1d8d9439948d79d |
| 出典メモ | uspto-grants-2010_06 |