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-(4-Bromo-3-thienyl)-1,3-dioxolane | HCID 12284898 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran toluene | HCID 22635083 | — |
| 生成物 | (4-Formylthiophen-3-yl)boronic acid | HCID 4190637 | 95% |
反応手順
To a 0.5M solution of B(Oi-Pr)3 (1.2 eq) in toluene/THF 4:1 was added a solution of 2-(4-bromo-3-thienyl)-1,3-dioxolane in toluene/THF 4:1, and the mixture was then cooled to −78° C. BuLi (1.5M in hexanes; 1.2 eq) was then added over 1 h, and the solution kept at this temperature for an additional h, then allowed to warm to −20° C. over 3 h; aq 1N HCl was added and the mixture stirred for an additional h at this temperature. Removal of volatiles gave an aqueous solution that was extracted with DCM; the combined organic phases were then washed with brine, dried over Na2SO4 and concentrated in vacuo. Yield: 95%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07795247B2 |
|---|
| 出典データセット | uspto-grants-2010_09 |
|---|
| ORD ID | ord-a0f53afc9c454528be29c1e7c46f6753 |
|---|
| 出典メモ | uspto-grants-2010_09 |
|---|