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Thionyl Chloride → Methyl 7-(benzyloxy)-4-chloro-6-quinolinecarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | Methyl 7-(benzyloxy)-4-oxo-1,4-dihydro-6-quinolinecarboxylate | HCID 22936245 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Methyl 7-(benzyloxy)-4-chloro-6-quinolinecarboxylate | HCID 22936661 | — |
反応手順
After adding thionyl chloride (70 ml) and a catalytic amount of dimethylformamide to methyl 7-(benzyloxy)-4-oxo-1,4-dihydro-6-quinolinecarboxylate (7.19 g, 23.2 mmol), the mixture was heated to reflux for 3 hours while stirring. The reaction solution was concentrated under reduced pressure, a 2N sodium hydroxide solution was gradually added for neutralization, extraction was performed with ethyl acetate, and the organic layer was washed with water and saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled off, diethyl ether was added for crystallization, and the crystals were filtered out and blow-dried to obtain the title compound (4.067 g, 12.4 mmol) as light brown crystals.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08372981B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-64e92a53bf00491fa05cac060a89fc8e |
| 出典メモ | uspto-grants-2013_02 |