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Potassium Iodide → 5-(1-Ethoxycarbonyl-1-methyl-ethoxy)-2-methyl-1H-indole-3-carboxylic Acid Benzyl Ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Iodide | HCID 4875 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Propanoic acid, 2-bromo-2-methyl-, ethyl ester | HCID 11745 | — |
| 反応物 | 5-Hydroxy-2-methyl-1H-indole-3-carboxylic acid benzyl ester | HCID 10923975 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 5-(1-Ethoxycarbonyl-1-methyl-ethoxy)-2-methyl-1H-indole-3-carboxylic Acid Benzyl Ester | HCID 23393861 | 49% |
反応手順
2-Methyl-3-benzyloxycarbonyl-5-hydroxyindole (10.0 g, 35.54 mmol, 1.0 eq) was dissolved in acetonitrile (250 mL), followed by ethyl-2-bromo-isobutyrate (7.63 g, 39.10 mmol, 2.0 eq). Potassium carbonate (9.82 g, 71.08 mmol, 8.7 eq) was also added followed by potassium iodide (catalytic amount). The reaction mixture was refluxed for 24 hours. The reaction mixture was washed with brine and extracted with ethyl acetate (3×100 mL) and dried over sodium sulfate. The product was chromatographed in a hexane to hexane/ethyl acetate 7:3. 6.88 g of the product was obtained, 48% yield.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06951848B2 |
| 出典データセット | uspto-grants-2005_10 |
| ORD ID | ord-cb44264314ca42fba20b1323365f41f1 |
| 出典メモ | uspto-grants-2005_10 |