関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | p-Anisoyl chloride | HCID 7477 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 4-(Methylamino)benzoic acid | HCID 66345 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-[N-(4-Methoxybenzoyl)-N-methylamino]benzoic acid | HCID 21939734 | 51.3% |
反応手順
Aqueous solution (50 ml) of sodium carbonate (23 g) was added to THF solution (50 ml) of 4-(methylamino)benzoic acid (5.0 g), and p-anisoyl chloride (5.6 g) was added dropwise to the solution under ice-cooling, which was stirred for 15 minutes, and then stirred at room temperature for 30 minutes. Concentrated hydrochloric acid was added to the reaction mixture under ice-cooling to make the water layer acidic, and extraction was conducted using ethyl acetate. The organic layer was washed with water and saturated aqueous sodium chloride solution, dried, and then concentrated. The residue was purified using silica gel column chromatography (development solvent; hexane˜hexane:ethyl acetate=1:2), and recrystallized (ethyl acetate-hexane) to give the titled compound (4.8 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07115750B1 |
|---|
| 出典データセット | uspto-grants-2006_10 |
|---|
| ORD ID | ord-04ff0c0dc0be495995be898bf12ede25 |
|---|
| 出典メモ | uspto-grants-2006_10 |
|---|