化工社化工社 化学情報印刷レポート · 研究参考用
Mesitylene → 5-mesityl-1H-pyrrole-3-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Mesitylene | HCID 7947 | — |
| 反応物 | Cesium carbonate | HCID 10796 | — |
| 反応物 | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| 反応物 | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| 反応物 | 5-bromo-1H-pyrrole-3-carbaldehyde | HCID 57831983 | — |
| 触媒 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 5-mesityl-1H-pyrrole-3-carbaldehyde | HCID 86630987 | — |
反応手順
A mixture of 5-bromo-1H-pyrrole-3-carbaldehyde (0.87 g), 2,4,6-trimethylphenylboronic acid (3.28 g), cesium carbonate (13.0 g), tri-tert-butylphosphine (0.10 g), tris(dibenzylideneacetone)dipalladium (0) (0.23 g) and mesitylene (200 mL) was stirred with heating under reflux for 5 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent:hexane-ethyl acetate=3:1) to give the title compound as a brown amorphous form (yield 0.30 g, 28%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07977488B2 |
| 出典データセット | uspto-grants-2011_07 |
| ORD ID | ord-9f4f196355aa4aaa898ca2ea679e70bb |
| 出典メモ | uspto-grants-2011_07 |