化工社化工社 化学情報印刷レポート · 研究参考用
Diisopropylamine → 1-(4-Trimethylsilanylethynylphenyl)propan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diisopropylamine | HCID 7912 | — |
| 反応物 | Trimethylsilylacetylene | HCID 66111 | — |
| 反応物 | p-Bromopropiophenone | HCID 66312 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(4-Trimethylsilanylethynylphenyl)propan-1-one | HCID 67363127 | — |
反応手順
A mixture of 1.74 g 4′-bromopropiophenone, 2.0 g ethynyltrimethylsilane, 260 mg bis(triphenylphosphine)palladium(II) dichloride, 260 mg copper(I) iodide and 15 ml diisopropylamine in 40 ml tetrahydrofuran is heated at reflux for 1 h. After cooling the reaction mixture is diluted with water and extracted with ethyl acetate. The combined organic layer is washed with brine, dried over sodium sulfate and evaporated under reduced pressure. The residue is purified by chromatography on silica gel, using a mixture of heptane/ethyl acetate 9:1 as eluent to obtain 1-(4-trimethylsilanylethynylphenyl)propan-1-one, m.p. 36-37° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08658644B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-3b2f550dab3f4c0b9c363fa1b256f8ef |
| 出典メモ | uspto-grants-2014_02 |