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(E)-1-(Benzyloxy)-2-(2-ethoxyethoxy)-4-nitro-5-(2-nitrovinyl)benzene → 6-(2-Ethoxyethoxy)-1H-indol-5-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (E)-1-(Benzyloxy)-2-(2-ethoxyethoxy)-4-nitro-5-(2-nitrovinyl)benzene | HCID 86730340 | — |
| 触媒 | HCID 178418390 | HCID 178418390 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 6-(2-Ethoxyethoxy)-1H-indol-5-ol | HCID 86730341 | 33% |
反応手順
10% Palladium-carbon (water content, 50%) (6 g) was added to a solution of (E)-1-(benzyloxy)-2-(2-ethoxyethoxy)-4-nitro-5-(2-nitrovinyl)benzene described in Production Example 24-4 (17.5 g, 44.9 mmol) in methanol (180 mL) at room temperature. The reaction liquid was stirred under hydrogen atmosphere at room temperature. After 6 hours, the catalyst was filtered off with celite. The filtrate was concentrated under vacuum and then the residue was purified with silica gel column chromatography (n-heptane:ethyl acetate=2:1-1:1) to obtain the title compound (3.28 g, 33%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08933099B2 |
| 出典データセット | uspto-grants-2015_01 |
| ORD ID | ord-de3e8fc7aeb043c1bc432c58b4bf8b58 |
| 出典メモ | uspto-grants-2015_01 |