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Hydrochloric Acid → 3-(6-Methoxy-pyridin-3-yloxy)-benzoic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Ethyl 3-hydroxybenzoate | HCID 24522 | — |
| 反応物 | 5-Bromo-2-methoxypyridine | HCID 2734895 | — |
| 触媒 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 3-(6-Methoxy-pyridin-3-yloxy)-benzoic acid ethyl ester | HCID 67297144 | 23.6% |
反応手順
A suspension of 5-bromo-2-methoxy-pyridine (5.4 g, 29 mmol), ethyl 3-hydroxybenzoate (4.0 g, 24 mmol), K2CO3 (4.3 g, 30 mmol), Cu powder (0.30 g, 4.8 mmol) and CuI (0.30 g, 1.56 mmol) in pyridine (25 ml) was refluxed for 18 h. The resulting mixture was mixed with 100 g of crushed ice, neutralized with 1N hydrochloric acid to pH 7.5 and extracted with ether. The extract was evaporated in vacuo, the obtained crude product was purified by column chromatography on silica (eluent hexanes-ethyl acetate 8:1) to afford 1.55 g (20%) of 3-(6-methoxy-pyridin-3-yloxy)-benzoic acid ethyl ester as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08193192B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-44adbd6a96364be3b0f83d8ea7a0810e |
| 出典メモ | uspto-grants-2012_06 |