関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl ester | HCID 59129261 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (2,2-Difluoro-1,3-dioxaindan-5-yl)methanol | HCID 12814281 | 76% |
反応手順
Crude 2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (11.5 g) dissolved in 20 mL of anhydrous tetrahydrofuran (THF) was slowly added to a suspension of lithium aluminum hydride (4.10 g, 106 mmol) in anhydrous THF (100 mL) at 0° C. The mixture was then warmed to room temperature. After being stirred at room temperature for 1 hour, the reaction mixture was cooled to 0° C. and treated with water (4.1 g), followed by sodium hydroxide (10% aqueous solution, 4.1 mL). The resulting slurry was filtered and washed with THF. The combined filtrate was evaporated to dryness and the residue was purified by silica gel column chromatography to give (2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol (7.2 g, 38 mmol, 76% over two steps) as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08524910B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-45f3a81131cd4e589792cbac37ce27e3 |
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| 出典メモ | uspto-grants-2013_09 |
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