関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Diethylamine | HCID 8021 | — |
| 反応物 | 4-(Bromomethyl)-3-chlorobenzonitrile | HCID 13042093 | — |
| 反応物 | 4-(2-((tert-Butyldimethylsilyl)oxy)ethyl)-1-trityl-1H-imidazole | HCID 66885359 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Benzonitrile, m-chloro- | HCID 13015 | — |
反応手順
4-[2-(tert-Butyldimethylsilanyloxy)ethyl]-1-trityl-1H-imidazole (3.98 g, 8.5 mmol) and 4-bromomethyl-3-chlorobenzonitrile (2.93 g, 12.7 mmol) are dissolved in MeCN (40 mL) and heated at 80° C. for 5 h. After cooling to room temperature MeOH (40 mL) and Et2NH (7 mL) are then added and the solution is warmed 70° C. for 1 h. The solution is evaporated to dryness and the residue purified via flash column chromatography (acetone/CH2Cl2 1:3→MeOH/CH2Cl2 5:95) to give 4-{5-[2-tert-butyl-dimethylsilanyloxy)ethyl]-imidazol-1-ylmethyl}-3-chlorobenzonitrile as an oil. MS (ESI) m/z 376.3, 378.3 (M+H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08835646B2 |
|---|
| 出典データセット | uspto-grants-2014_09 |
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| ORD ID | ord-79cdbd8def654cd999b2d85bcce979ca |
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| 出典メモ | uspto-grants-2014_09 |
|---|
