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Water → 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1-(Trimethylsilyl)methylamine | HCID 87488 | — |
| 反応物 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 反応物 | 4-(bromomethyl)naphthalene-1-carboxylic Acid | HCID 10978350 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide | HCID 58092072 | 32.7% |
反応手順
4-(bromomethyl)naphthalen-1-carboxylic acid (7 g), 1-(trimethylsilyl)methylamine (2.7 g), N,N-dimethylaminopyridine (0.1 g) and N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (6.6 g) were dissolved in dichloromethane (30 ml), and stirred for 5 hours at room temperature. Water was added to the reaction mixture, and then organic layers, were separated and dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 4-(bromomethyl)-N-[(trimethylsilyl)methyl]naphthalene-1-carboxamide (3 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08304371B2 |
| 出典データセット | uspto-grants-2012_11 |
| ORD ID | ord-bbba0753b84f493ba611971039387096 |
| 出典メモ | uspto-grants-2012_11 |