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HRID 1050237作成日:2026年10月25日
1-Bromo-4-((methylsulfonyl)methyl)benzene → 4,4,5,5-Tetramethyl-2-(4'-((methylsulfonyl)methyl)-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1050237
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
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| 反応物 | 1-Bromo-4-((methylsulfonyl)methyl)benzene | HCID 2761415 | — |
| 反応物 | 2,2'-(1,4-Phenylene)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) | HCID 10592495 | — |
| 触媒 | HCID 178418397 | HCID 178418397 | — |
| 触媒 | HCID 178418647 | HCID 178418647 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4,4,5,5-Tetramethyl-2-(4'-((methylsulfonyl)methyl)-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane | HCID 90059393 | — |
反応手順
1-bromo-4-((methylsulfonyl)methyl)benzene (1.5 g, 6.02 mmol), 1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene (4.97 g, 15.05 mmol), and silver carbonate (1.826 g, 6.62 mmol) were dissolved in THF (60.2 ml) and sparged with N2 for 15 min. Then Pd(PPh3)4 (0.348 g, 0.301 mmol) was added and the reaction was heated to 80° C. overnight. The reaction was then cooled to rt, filtered through Celite™ and concentrated in vacuo. The resulting residue was purified by column chromatography on a Biotage™ 50 g column by eluting with 5% to 50% EtOAc:Hex to yield the desired product. 1H NMR δ (ppm) 7.83 (d, 2H), 7.69 (d, 2H), 7.64 (d, 2H), 7.54 (d, 2H), 4.46 (s, 2H), 2.89 (s, 3H), 1.4 (12H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09382243B2 |
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| 出典データセット | uspto-grants-2016_07 |
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| ORD ID | ord-3ca29cbe1875486984f01544e6e6fc8e |
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| 出典メモ | uspto-grants-2016_07 |
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