関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Triisopropyl borate | HCID 21531 | — |
| 反応物 | 2-Bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzene | HCID 23157690 | — |
| 反応物 | HCID 178418244 | HCID 178418244 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | [4-(2-Ethoxyethoxy)-2,6-dimethylphenyl]boronic acid | HCID 23157606 | 68% |
反応手順
To a solution of 2-bromo-5-(2-ethoxyethoxy)-1,3-dimethylbenzene (10.0 g, 36.6 mmol) in tetrahydrofuran (100 mL) was added n-butyllithium hexane solution (1.6 M, 25.1 mL, 40.2 mmol) at −78° C. with stirring. The reaction mixture was stirred at the same temperature for 30 min. and triisopropyl borate (10.5 mL, 45.5 mmol) was added. The reaction mixture was warmed to room temperature and stirred for 3 hrs. 5 N Hydrochloric acid (20 mL) was added to the reaction mixture and the mixture was partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was washed with hexane/diethyl ether and dried to give the title compound (5.9 g, yield 68%) as pale-yellow crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07456218B2 |
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| 出典データセット | uspto-grants-2008_11 |
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| ORD ID | ord-ad9e6a63e53d436498e9e47182cf34ba |
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| 出典メモ | uspto-grants-2008_11 |
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