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N-bromobutanimide → Methyl 2-(3-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | N-bromobutanimide | HCID 67184 | — |
| 反応物 | Perbenzoic acid | HCID 523077 | — |
| 反応物 | Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate | HCID 66620979 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Methyl 2-(3-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate | HCID 66620978 | 30% |
反応手順
Methyl 2-m-tolylbenzo[d]oxazole-7-carboxylate (500 mg, 1.87 mmol), 1-bromopyrrolidine-2,5-dione (367 mg, 2.06 mmol) and benzoperoxoic acid (25.81 mg, 0.187 mmol) were added to toluene (30 mL) and the mixture was stirred at reflux overnight. The resulting mixture was evaporated, extracted with ethyl acetate (100 mL×4) and concentrated to obtain methyl 2-(3-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate as a solid (194 mg, yield 30%). LC-MS (ESI) m/z 347 [M+1]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08088760B2 |
| 出典データセット | uspto-grants-2012_01 |
| ORD ID | ord-3190184a3dba4f93be2ec8e2fc80135e |
| 出典メモ | uspto-grants-2012_01 |