化工社化工社 化学情報印刷レポート · 研究参考用
Triethylborane → 2-(2-Fluoro-5-nitrophenyl)-2-methylpent-4-enal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylborane | HCID 7357 | — |
| 反応物 | Allyl Alcohol | HCID 7858 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Lithium Chloride | HCID 433294 | — |
| 反応物 | 2-(2-Fluoro-5-nitrophenyl)propanal | HCID 86600438 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | 2-(2-Fluoro-5-nitrophenyl)-2-methylpent-4-enal | HCID 86600439 | — |
反応手順
To a solution of palladium acetate (0.1 eq), triphenylphosphine (0.2 eq), lithium chloride (1.0 eq) in THF were sequentially added 2-(2-fluoro-5-nitrophenyl) propanal (1.1 eq) in THF, allyl alcohol (1.0 eq), triethylamine (1.2 eq) and triethylborane (2.4 eq) under nitrogen at room temperature. Solution was allowed to stir for 2 h. Mixture was diluted with saturated solution of sodium bicarbonate, extracted with ethyl acetate. Organics were washed with brine, dried with sodium sulfate and concentrated. Crude product was purified using flash chromatography (85% Hex: 15% EtoAc) on silica to afford 2-(2-fluoro-5-nitrophenyl)-2-methylpent-4-enal.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423150B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-c0ef632ba96748608141c61764770d25 |
| 出典メモ | uspto-grants-2008_09 |