化工社化工社 化学情報印刷レポート · 研究参考用
Propargyl alcohol → 3-(3-Chloro-2-fluorophenyl)-2-propyne-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 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 1-Chloro-2-fluoro-3-iodobenzene | HCID 2778219 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1) | HCID 11029508 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | 3-(3-Chloro-2-fluorophenyl)-2-propyne-1-ol | HCID 59407710 | — |
反応手順
A mixture of 3-chloro-2-fluoroiodobenzene (5.00 g), copper(I) iodide (74.3 mg), triphenylphosphine (256 mg), tris(dibenzylideneacetone)dipalladium(0) chloroform adduct (404 mg), propargyl alcohol (1.27 ml), diisopropylethylamine (13.6 ml) and tetrahydrofuran (90 ml) was stirred at room temperature for 8 hr. The reaction mixture was added to brine, and the mixture was extracted with ethyl acetate, washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1-80:20) to give the object product (3.15 g) as a brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08129361B2 |
| 出典データセット | uspto-grants-2012_03 |
| ORD ID | ord-c7294d12bacf445ebe2a31c9f7217867 |
| 出典メモ | uspto-grants-2012_03 |