化工社化工社 化学情報印刷レポート · 研究参考用
Water → 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 反応物 | 4-Bromo-3-methylbenzoic acid | HCID 82131 | — |
| 反応物 | 1-(Trimethylsilyl)methylamine | HCID 87488 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide | HCID 66836469 | 94% |
反応手順
To a suspension of 4-bromo-3-methylbenzoic acid (25 g) and 4-(dimethylamino)pyridine (“DMAP”, 2.1 g) in CH2Cl2 (320 mL) was added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (“EDC”, 22.4 g) portionwise. Then, (aminomethyl)trimethylsilane (8.6 mL) was added, while cooling to keep the internal temperature below 20° C. The reaction was stirred at room temperature overnight. Water was added under vigorous stirring, and the layers were separated. The aqueous layer was extracted twice with CH2Cl2, and the combined organic phase dried (Na2SO4), and filtered over silica gel using CH2Cl2 and methyl tert-butyl ether (MTBE) to afford the title compound (32.8 g, 94%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08653000B2 |
| 出典データセット | uspto-grants-2014_02 |
| ORD ID | ord-84bff735b8e84773b38a246cec69f299 |
| 出典メモ | uspto-grants-2014_02 |