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Hydrogen Bromide → Methyl 5-(bromomethyl)-4-methylthiophene-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrogen Bromide | HCID 260 | — |
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Methyl 4-methylthiophene-2-carboxylate | HCID 2777593 | — |
| 触媒 | Zinc bromide | HCID 10421208 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 5-(bromomethyl)-4-methylthiophene-2-carboxylate | HCID 67235212 | — |
反応手順
To a solution of methyl 4-methylthiophene-2-carboxylate (2.7 g, 6.4 mmol) in dichloromethane (20 mL) is added 48% aq. HBr (12 mL), H2SO4 (6 mL), ZnBr2 (5.4 g), and HCHO (2.2 mL, 37%) at 0-5° C. The mixture is stirred at room temperature for 16 hours. The solution is diluted with water, extracted with dichloromethane, washed with NaHCO3 solution, saturated brine solution, water, dried over sodium sulfate, and concentrated to give the title compound as an off white solid (3.5 g, 81%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08822486B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-75a3a1029acb46478cf275d50c0806ed |
| 出典メモ | uspto-grants-2014_09 |