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(6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester → Methyl 2-(6-hydroxy-1H-indol-3-yl)acetate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (6-Benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester | HCID 34181007 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | Methyl 2-(6-hydroxy-1H-indol-3-yl)acetate | HCID 57675479 | 62.2% |
反応手順
A mixture of (6-benzyloxy-1H-indol-3-yl)-oxo-acetic acid methyl ester (1.45 g, 4.7 mmol) and Pd/C (10%, 0.9 g) in dioxane (38 mL) is degassed and filled with nitrogen for three times, then a solution of NaH2PO2 (6 g) in water (5 mL) is added dropwise at 100° C. The reaction mixture is heated overnight, filtered through celite and concentrated. The residue is taken into ethyl acetate, washed with water and brine, dried over sodium sulfate. Concentration and column chromatography on silica gel yields the title compound (600 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07528160B2 |
| 出典データセット | uspto-grants-2009_05 |
| ORD ID | ord-4b5e3dd0e12646ada240bc91d7245118 |
| 出典メモ | uspto-grants-2009_05 |