化工社化工社 化学情報印刷レポート · 研究参考用
Imidazole → cis-4-((t-Butyldimethylsilyl)oxy)cyclohexan-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1,4-Cyclohexanediol | HCID 11162 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | cis-4-((t-Butyldimethylsilyl)oxy)cyclohexan-1-ol | HCID 554539 | 42.4% |
反応手順
To a solution of 1,4-cyclohexanediol (5 g, 43 mmol), imidazole (2.92 g, 43 mmol) and NEt3 (7 mL) in CH2Cl2 (100 mL) cooled in an ice bath was added tert-butyldimethylsilyl chloride (6.47 g, 43 mmol). The mixture was stirred at room temperature overnight. Water was added and the organic phase was separated. The aqueous layer was extracted with EtOAc. The combined organic phase was dried over MgSO4 and concentrated. Chromatography on silica gel eluting with 3:1 EtOAc/hexanes provided the title compound (4.2 g, 42%) as an oil. MS calculated (M+H)+ 231, found 231.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08729063B2 |
| 出典データセット | uspto-grants-2014_05 |
| ORD ID | ord-641883d1c79e41cca71d57f46bfb14ed |
| 出典メモ | uspto-grants-2014_05 |