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Propargyl alcohol → 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Propargyl alcohol | HCID 7859 | — |
| 反応物 | 2,5-Dibromopyridine | HCID 69353 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Diethylamine | HCID 8021 | — |
| 生成物 | 3-(5-Bromopyridin-2-yl)prop-2-yn-1-ol | HCID 13979730 | 80.8% |
反応手順
Copper (I) iodide (10 mg) was added to a solution of 2,5-dibromopyridine (4.74 g), propargyl alcohol (1.34 g) and BTPC (75 mg) in diethylamine (50 ml) and the mixture stirred overnight (18 h), under nitrogen. The solution was evaporated in vacuo and the residue treated with 8% sodium bicarbonate (50 ml) and partitioned with dichloromethane (3×50 ml). The combined extracts were dried and evaporated and the residual semi-solid purified by FCC. Eluting with ether afforded the title compound (3.43 g) as fawn crystals m.p. 121°-122°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04937251 |
| 出典データセット | uspto-grants-1990_06 |
| ORD ID | ord-3b0770f191704598b3c43a06f4196909 |
| 出典メモ | uspto-grants-1990_06 |