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Propargyl alcohol → (E)-6,6-dimethyl-4-hepten-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 | Butylamine | HCID 8007 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | (E)-1-iodo-3,3-dimethylbut-1-ene | HCID 11063689 | — |
| 触媒 | Palladium Chloride | HCID 24290 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (E)-6,6-dimethyl-4-hepten-2-yn-1-ol | HCID 19917005 | — |
反応手順
0.63 g of (E)-1- iodo-3,3-dimethyl-1-butene [see J. Org. Chem., 43, 4424 (1978)] was dissolved in 10 ml of tetrahydrofuran, and 31 mg of triphenylphosphine, 29 mg of copper(I) iodide, 11 mg of palladium chloride, 1.5 ml of n-butylamine and 0.35 ml of propargyl alcohol were added. The mixture was stirred overnight at room temperature, and then water and ethyl acetate were added. The organic layer separated was worked up in a customary manner, and the product was purified by silica gel column chromatography [hexane/ethyl acetate=2/1] to give 0.27 g of the captioned compound as a pale brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05306728 |
| 出典データセット | uspto-grants-1994_04 |
| ORD ID | ord-8bfc60aedb7d4839b58de804983eda20 |
| 出典メモ | uspto-grants-1994_04 |