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5,6-Bis(phenylmethoxy)-1H-indole → (5,6-Bis-benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5,6-Bis(phenylmethoxy)-1H-indole | HCID 20920 | — |
| 反応物 | 2,2,3,3-Tetramethylcyclopropane-1-carbonyl chloride | HCID 11041002 | — |
| 反応物 | HCID 178418443 | HCID 178418443 | — |
| 触媒 | Zincchloride | HCID 3007855 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (5,6-Bis-benzyloxy-1H-indol-3-yl)-(2,2,3,3-tetramethyl-cyclopropyl)-methanone | HCID 67269830 | 55% |
反応手順
The 5,6-dibenzyloxyindole (Sigma, 0.60 g, 1.8 mmol), ethylmagnesium bromide (1.0 M solution in THF, 2.2 mL, 2.2 mmol), zinc chloride (1.0 M solution in Et2O, 2.2 mL, 2.2 mmol) and the product of Example 1A (2.7 mmol) in 20 mL of dichloromethane were processed as described in Example 1B to provide the title compound (0.45 g, 0.99 mmol, 55% yield). MS (DCI/NH3) m/z 454 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07560481B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-4ad9650b0f224fbe8fc495790ce41221 |
| 出典メモ | uspto-grants-2009_07 |