化工社化工社 化学情報印刷レポート · 研究参考用
Triethylamine → 4-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Phenylpropynoic acid methyl ester | HCID 138378 | — |
| 反応物 | 2-chloro-6-fluoro-N-hydroxybenzimidoyl chloride | HCID 71367044 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 4-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole | HCID 18756282 | 92.2% |
反応手順
To a solution of 2-chloro-6-fluorobenzoylchloride oxime (1.04 g, 5.00 mmol) and methyl-3-phenyl-2-propynoate (1.20 g, 7.50 mmol) in Et2O (25 ml) at 0° C. under nitrogen was added a solution of triethyl amine (0.834 ml, 6.00 mmol) in Et2O (3 ml) over 1 h. The reaction was allowed to warm to room temperature overnight (17 h). The mixture was diluted with Et2O and H2O, the layers separated, and the organic fraction was dried (MgSO4). Column chromatography (silica gel, hexane/Et2O gradient) gave the title compound (1.53 g, 92%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06670373B1 |
| 出典データセット | uspto-grants-2003_12 |
| ORD ID | ord-438d114149954189898f47939d083395 |
| 出典メモ | uspto-grants-2003_12 |