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Water → {2-(2,3,4,5-Tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Toluene | HCID 1140 | — |
| 反応物 | 2-(2,3,4,5-Tetramethylcyclopentadienyl)benzaldehyde | HCID 131727115 | — |
| 反応物 | HCID 178506676 | HCID 178506676 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Cyclohexane | HCID 8078 | — |
| 生成物 | {2-(2,3,4,5-Tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol | HCID 131727116 | 87% |
反応手順
To a solution of 2-(2,3,4,5-tetramethylcyclopentadienyl)benzaldehyde (2.0 g, 8.80 mmol) in tetrahydrofuran (34.0 mL) was added dropwise a 1.05 M solution of phenyllithium in cyclohexane and ether (17.7 mL) at −78° C. The temperature of the mixture was raised to room temperature and the mixture was stirred for 4 hrs. To the reaction mixture solution were added deionized water (20.0 mL) and toluene (20.0 mL) to separate an organic layer and an aqueous layer. The organic layer was dried over sodium sulfate, then distilled to remove the solvent, and purified by a silica gel column (hexane/ethyl acetate=9/1) to give {2-(2,3,4,5-tetramethylcyclopentadienyl)phenyl}phenylmethylalcohol (2.83 g, yield 87.0%) as a pale yellow oily substance.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732643B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-26e9f2d2099144b3b3ab23636d67b9e4 |
| 出典メモ | uspto-grants-2010_06 |