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HRID 1900717作成日:2026年10月27日
2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one → 2,3,6,7,8,9-Hexahydro-2-hydroxymethyl-5-methylfuro[2,3-f]quinoline-7-one
https://huagongshe.com/reaction/1900717
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | 2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one | HCID 23369679 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 生成物 | 2,3,6,7,8,9-Hexahydro-2-hydroxymethyl-5-methylfuro[2,3-f]quinoline-7-one | HCID 23369723 | 72.8% |
反応手順
2-Hydroxymethyl-5-methyl-2,3,6,7-tetrahydrofuro[2,3-f]quinoline-7-one (538 mg) was added to acetic acid (AcOH) (11 ml). To the obtained mixture, 10% palladium-on-carbon (323 mg) was added, and the solution was hydrogenated in the atmosphere of hydrogen at 50° C. under atmospheric pressure. After completion of the reaction, the catalyst was filtered off. The solvent was evaporated, and the residue was dissolved in chloroform. The solution was washed with aqueous sodium bicarbonate solution and water in this order, and dried. Subsequently, the solvent was evaporated to obtain 478 mg of a crude. The obtained crude was purified by silica gel column chromatography (eluent:=chloroform:methanol=100:1), to obtain 395 mg of the target compound (72.8%). This substance was recrystallized from a solvent mixture of chloroform-n-hexane. As a result, colorless powdery crystals having a melting point of 172°-173° C. were obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05576324 |
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| 出典データセット | uspto-grants-1996_11 |
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| ORD ID | ord-0f3eefda9de44bdca1059d0faf19ae01 |
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| 出典メモ | uspto-grants-1996_11 |
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