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Benzyl Bromide → 1-Benzyl-6-bromo-1H-indole-3-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl Bromide | HCID 7498 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 6-Bromoindole-3-carbaldehyde | HCID 2794830 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-Benzyl-6-bromo-1H-indole-3-carbaldehyde | HCID 86651675 | — |
反応手順
6-Bromo-1H-indole-3-carbaldehyde (1 eq.) from the previous step was dissolved in DMF (0.19 M). Sodium hydride was added (1.5 eq.) and the resulting solution was stirred at RT for 20 min. Benzyl bromide (1 eq.) was then added and the reaction solution was allowed to stir at RT for 24 h. The reaction mixture was subsequently quenched with water and extracted with EtOAc. The combined organic extracts were dried over MgSO4. Filtration and concentration of the filtrate in vacuo afforded a yellow oil. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 4:1 (v/v) Hex:EtOAc 3:7 (v/v) Hex:EtOAc) afforded the title compound as a yellow solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08889714B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-dc0bbd6d8f4346c5a4e4e1198226eb3d |
| 出典メモ | uspto-grants-2014_11 |