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Methyl 5-formylthiophene-3-carboxylate → Methyl 5-(hydroxymethyl)thiophene-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl 5-formylthiophene-3-carboxylate | HCID 818925 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | Methyl 5-(hydroxymethyl)thiophene-3-carboxylate | HCID 12926498 | 79.7% |
反応手順
To a solution of methyl 5-formylthiophene-3-carboxylate (500 mg) in ethanol (5.9 mL) was added sodium borohydride (55.6 mg) at room temperature in small portions, and the mixture was stirred for one hour. The reaction mixture was concentrated under reduced pressure. A saturated aqueous sodium hydrogen carbonate solution was added to the residue and this resulting mixture was extracted with ethyl acetate. The aqueous layer was extracted once again with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (403 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08680120B2 |
| 出典データセット | uspto-grants-2014_03 |
| ORD ID | ord-3d9e36c27dc548c0b31f822d42cb033c |
| 出典メモ | uspto-grants-2014_03 |