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Hydrochloric Acid → (5-Methylthiophen-2-yl)boronic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | 2-Bromo-5-methylthiophene | HCID 69831 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (5-Methylthiophen-2-yl)boronic acid | HCID 2734374 | 67.9% |
反応手順
To a stirred solution of 2-bromo-5-methylthiophene (2.5 g, 14.1 mmol) in THF (30 mL) was added n-BuLi (1.55 M solution in hexane, 10.0 mL, 15.5 mmol) at −78° C. under nitrogen, and the mixture was stirred for 1 hour. Trimethylborate (1.83 g, 17.6 mmol) was added to the mixture, and residue was allowed to warm up to room temperature overnight. The reaction mixture was cooled at 0° c and 2N HCl (10 mL) was added, and the mixture was stirred for 1 hour. The organic layer was separated and the aqueous layer was extracted with diethylether. The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo, to give the title compound (1.36 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06949536B2 |
| 出典データセット | uspto-grants-2005_09 |
| ORD ID | ord-0cb2544ca0b44929ac5ba89ca80db0a8 |
| 出典メモ | uspto-grants-2005_09 |