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t-Butyl bromide → ethyl 2-(tert-butoxy)-2-(1-methyl-3-phenyl-1H-indol-2-yl)acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | t-Butyl bromide | HCID 10485 | — |
| 反応物 | ethyl 2-hydroxy-2-(1-methyl-3-phenyl-1H-indol-2-yl)acetate | HCID 70813741 | — |
| 触媒 | HCID 178418778 | HCID 178418778 | — |
| 溶媒 | Cyclohexane | HCID 8078 | — |
| 生成物 | ethyl 2-(tert-butoxy)-2-(1-methyl-3-phenyl-1H-indol-2-yl)acetate | HCID 70813680 | 10.3% |
反応手順
A mixture of ethyl 2-hydroxy-2-(1-methyl-3-phenyl-1H-indol-2-yl)acetate (1c) (300 mg, 0.97 mmol), silver (I) oxide (674 mg, 2.91 mmol) and tert-butylbromide (544 μL, 4.85 mmol) in cyclohexane (10 mL) was vigorously stirred for 2 hours under a nitrogen atmosphere. The reaction mixture was then filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired ether oxide (1d) as a white solid (35 mg, 0.1 mmol, 10%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09238026B2 |
| 出典データセット | uspto-grants-2016_01 |
| ORD ID | ord-787cbc9ef451464693d9d65ae13616ee |
| 出典メモ | uspto-grants-2016_01 |