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4-Pentyn-1-ol → 5-(2,5-Dichlorophenyl)pent-4-yn-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Pentyn-1-ol | HCID 79346 | — |
| 反応物 | 1,4-Dichloro-2-iodobenzene | HCID 122452 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Diethylamine | HCID 8021 | — |
| 生成物 | 5-(2,5-Dichlorophenyl)pent-4-yn-1-ol | HCID 22320759 | — |
反応手順
A solution of 1,4-dichloro-2-iodobenzene (20.0 g, 73.3 mmol), 4-pentyn-1-ol (6.17 g, 73.3 mmol), bistriphenylphosphine(Pd II) chloride (1.03 g, 1.47 mmol), and copper(I) iodide (0.14 g, 0.733 mmol) in 400 ml of diethylamine was stirred under nitrogen for three days. This was diluted with dichloromethane and the oily layer was adsorbed onto silica gel and eluted with hexanes-ethyl acetate (5:1) to give 5-(2,5-dichlorophenyl)pent-4-yn-1-ol, 13.7 g (82%); NMR (CDCl3) δ 1.9 (m, 2H), 2.6 (t, 2H), 3.85 (t, 2H), 7.2 (dd, 1H), 7.28 (m, 1H), 7.4 (d, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06605628B1 |
| 出典データセット | uspto-grants-2003_08 |
| ORD ID | ord-929d5a52771a4fb78e7fade0ed26344a |
| 出典メモ | uspto-grants-2003_08 |