関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | Lithium Bromide | HCID 82050 | — |
| 反応物 | Methyl 2-(2-methoxy-2-oxoethyl)thiophene-3-carboxylate | HCID 58952963 | — |
| 反応物 | HCID 178418435 | HCID 178418435 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(3-Hydroxymethylthiophen-2-yl)ethanol | HCID 11182761 | 90.6% |
反応手順
To 800 mL of anhydrous tetrahydrofuran, 31.0 g of sodium boron hydride and 71.3 g of lithium bromide were added, and then 10.6 mL of trimethyl borate was added thereto dropwise at 0° C. The resulting mixture was stirred at room temperature for 30 minutes, and then a solution obtained by dissolving 70.4 g of the compound obtained in Example 1 in 200 mL of tetrahydrofuran was slowly added over 2 hours while allowing the resulting mixture to reflux. The reaction solution was further refluxed for 2 hours then cooled to room temperature. 100 mL of anhydrous methanol was added slowly to the solution, and then 700 mL of ethyl ether and 700 mL of water were added. The organic phase was collected, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 47.1 g (yield of 90%) of the title compound as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07449580B2 |
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| 出典データセット | uspto-grants-2008_11 |
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| ORD ID | ord-da60a17647834b40847d67500597ec76 |
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| 出典メモ | uspto-grants-2008_11 |
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