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Ethyl Acetate → 2-[3-(2-{[Tert-butyl(dimethyl)silyl]oxy}-ethoxy)-4-methylphenyl]-1,3-benzoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| 反応物 | 5-(1,3-Benzoxazol-2-yl)-2-methylphenol | HCID 21991000 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 2-[3-(2-{[Tert-butyl(dimethyl)silyl]oxy}-ethoxy)-4-methylphenyl]-1,3-benzoxazole | HCID 69584644 | — |
反応手順
A solution of 5-(1,3-benzoxazol-2-yl)-2-methylphenol (355 mg, 1.6 mmol) in DMF (10 mL) was cooled to 0° C. and NaH (70 mg, 1.7 mmol) was added slowly. After 15 min, (2-bromoethoxy)(tert-butyl)dimethylsilane (370 μL, 1.7 mmol) was added. The reaction was then elevated to 90° C. for 1 h and EtOAc (100 mL) was added. The EtOAc solution was washed with brine (3×20 mL), dried (MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash column (silica gel, hexanes:EtOAc 1:5) to afford 2-[3-(2-{[tert-butyl(dimethyl)silyl]oxy}-ethoxy)-4-methylphenyl]-1,3-benzoxazole.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07087601B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-b17d33ee2364483d9d7165289ffaf585 |
| 出典メモ | uspto-grants-2006_08 |