化工社化工社 化学情報印刷レポート · 研究参考用
Triethylamine → 3-{[4-(Methoxymethoxy)phenyl]ethynyl}-4-formylthiophene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 4-Bromothiophene-3-carboxaldehyde | HCID 2764207 | — |
| 反応物 | 1-Ethynyl-4-(methoxymethoxy)benzene | HCID 22502995 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 触媒 | HCID 178418476 | HCID 178418476 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 3-{[4-(Methoxymethoxy)phenyl]ethynyl}-4-formylthiophene | HCID 22503031 | 66.9% |
反応手順
3-Formyl-4-bromothiophene (14.7 g) was dissolved in DMF (100 ml), followed by the addition of triethylamine (100 ml), CuI (0.25 g), Pd(PPh3)2Cl2 (0.5 g) and 4-methoxymethoxy-1-ethynylbenzene (11.4 g), and the mixture was reacted at 70° C. overnight. The reaction solution was filtered through Celite, poured into 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine, dried and evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give 3-{[4-(methoxymethoxy)phenyl]ethynyl}-4-formylthiophene as a colorless oil (12.8 g, yield; 47%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06340759B1 |
| 出典データセット | uspto-grants-2002_01 |
| ORD ID | ord-63b633c7431a4c6e9c8caa428c0413c2 |
| 出典メモ | uspto-grants-2002_01 |