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1-Ethynyl-4-methoxybenzene → 1-[4-(4-Methoxyphenylethynyl)phenoxy]-2-diethylaminoethane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Ethynyl-4-methoxybenzene | HCID 251020 | — |
| 反応物 | 2-(4-bromophenoxy)-N,N-diethylethanamine | HCID 423953 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 1-[4-(4-Methoxyphenylethynyl)phenoxy]-2-diethylaminoethane | HCID 20481562 | 80% |
反応手順
To a solution of 15 g (0.06 mole) of 1-(4-bromophenoxy)-2-diethylaminoethane and 8.2 g (0.062 mole) of 4-methoxyphenylacetylene in 150 ml of triethylamine are added, under nitrogen, 420 mg of the palladium complex PdCl2 [P(C6H5)2 ]2 and 228 mg of copper(I) iodide. The reaction mixture is subsequently refluxed for 24 hours, then concentrated, and the residue is taken up in water. After extraction with 200 ml of ether, the combined ethereal phases are washed 3 times with water, dried and evaporated to dryness. The crude product is chromatographed on silica gel, affording 15.5 g (80%) of 1-[4-(4-methoxyphenylethynyl)phenoxy]-2-diethylaminoethane with a melting point of 59°-60° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04412856 |
| 出典データセット | uspto-grants-1983_11 |
| ORD ID | ord-2a39689c8236429aa40f690711c5e80e |
| 出典メモ | uspto-grants-1983_11 |