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Hydrochloric Acid → alpha-Tocopherol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Durohydroquinone | HCID 136346 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 反応物 | 2-Methyl-2-(4,8,12-trimethyltridecyl)oxirane | HCID 12810994 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | alpha-Tocopherol | HCID 14985 | 78.1% |
反応手順
10 g (66.7 mmol) of tetramethylhydroquinone are dissolved in 100 ml of dry tetrahydrofuran, 4 g (139 mmol) of sodium hydridge (80% in mineral oil) was added thereto at room temperature, 45 ml of butyllithium (1.6 molar in hexane) are subsequently added dropwise and the mixture is stirred for 1 hour. 10 g (44.3 mmol) of 1,2-epoxy-2,6,10,14-tetramethylpentadecane are now added dropwise; the mixture is left to react for 12 hours while stirring. 100 ml of 1N methanolic hydrochloric acid area added and the mixture is stirred at 50° C. for 2 hours. The mixture is subsequently concentrated at 50° C. and the residue is chromatographed on silica gel with toluene, whereby where are obtained 14.9 g (75%) of α-tocopherol.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04851585 |
| 出典データセット | uspto-grants-1989_07 |
| ORD ID | ord-6225321c9a8342c094a99d20f379379a |
| 出典メモ | uspto-grants-1989_07 |