化工社化工社 化学情報印刷レポート · 研究参考用
Water → 1-Bromo-4-(4-n-propylphenylethynyl)naphthalene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Heptane | HCID 8900 | — |
| 反応物 | 1-Ethynyl-4-propylbenzene | HCID 2775133 | — |
| 反応物 | 1-Bromo-4-iodonaphthalene | HCID 5073667 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 1-Bromo-4-(4-n-propylphenylethynyl)naphthalene | HCID 67117851 | — |
反応手順
15.3 g (43.6 mmol) of 1-iodo-4-bromonaphthalene and 7.25 g (5.3 mmol) of 4-n-propylphenylacetylene are initially introduced in 200 ml of NEt3, 170 mg (0.9 mmol) of copper(I) iodide and 600 mg (0.9 mmol) of bis-(triphenylphosphine)palladium(II) chloride are added, and the mixture is refluxed for 30 minutes. The batch is cooled, water and heptane are added, and the phases are separated. The organic phase is washed with saturated sodium chloride solution, dried over sodium sulfate, filtered and evaporated in a rotary evaporator. The residue is purified by column chromatography (SiO2, heptane), and the further purification is carried out by recrystallisation from isopropanol.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08747695B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-4ceefc20bc9a4030bd16717248086541 |
| 出典メモ | uspto-grants-2014_06 |