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Methyl Ethyl Ketone → Ethyl (5-bromobenzofuran)-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl Ethyl Ketone | HCID 6569 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Bromosalicylaldehyde | HCID 72863 | — |
| 反応物 | Bromo diethylmalonate | HCID 86590788 | — |
| 生成物 | Ethyl (5-bromobenzofuran)-2-carboxylate | HCID 735184 | 78% |
反応手順
A solution of 5-bromo-salicylaldehyde (5.0 g, 25 mmol) and bromo diethylmalonate (8.9 g, 37 mmol) in methyl ethyl ketone (50 mL) is treated with potassium carbonate (6.8 g, 50 mmol) and heated to reflux. The reaction is stirred over 3 days at reflux. The reaction is then concentrated to a crude solid that is purified by silica gel column chromatography (9:1 hexane/EtOAc) to afford 5.2 g (78%) of the desired product. 1H NMR (CDCl3) 7.81 (d, 1H), 7.26-7.55 (m, 3H), 4.44 (q, 2H), 1.42 (t, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07365066B2 |
| 出典データセット | uspto-grants-2008_04 |
| ORD ID | ord-dcd1e3fcb5a746e995bd0fae885d2464 |
| 出典メモ | uspto-grants-2008_04 |