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Ethyl Acetate → 2-methyl-1H-indol-7-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | 7-methoxy-2-methyl-1H-indole | HCID 326614 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-methyl-1H-indol-7-ol | HCID 18765222 | 99% |
反応手順
To a solution of 2-methyl-7-methoxy indole (814 mg, 5.0 mmol) in CH2Cl2 (20 mL) at 0° C. was added BBr3 (15 mL, 15 mmol, 1M in CH2Cl2), and then the ice bath was removed and stirring was continued for 3 h. Ice was added and the reaction mixture diluted with water (30 mL). The aqueous layer was extracted with EtOAc (3×100 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified via passage through a short silica gel column (20% then 50% EtOAc/hex) to afford 2-methyl-7-hydroxy indole as an unstable solid (99% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06653304B2 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-9c7201aa7a1547a3b6a4cd2ee8ac00f5 |
| 出典メモ | uspto-grants-2003_11 |