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Acetaminophen → 6-(4-Acetylaminophenoxy)-hexanoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetaminophen | HCID 1983 | — |
| 反応物 | Sodium Iodide | HCID 5238 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Methyl 6-Bromohexanoate | HCID 4170292 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | 6-(4-Acetylaminophenoxy)-hexanoic acid methyl ester | HCID 49764491 | 66% |
反応手順
To a mixture of Paracetamol (250 g, 1.654 mol), anhydrous K2CO3 (800 g, 5.789 mol) and sodium iodide (17 g, 113 mmol) in anhydrous acetone (5 liters) was added methyl 6-bromohexanoate (470 g, 2.25 mol) and refluxed for 60 hours. Acetone was distilled off and water (3 liter) was added. Crude 19 was filtered, dried and recrystallised from a mixture of chloroform:hexane (1:5) to give pure 19 (195 g, 66%) as a white powder. The melting point was found to be 96.4-98.8° C. The product was tested by HPLC and found to be 99%+ pure. The structure was confirmed with NMR.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07691364B2 |
| 出典データセット | uspto-grants-2010_04 |
| ORD ID | ord-9fe5ecc39f934331aa93e1d1dc3ab976 |
| 出典メモ | uspto-grants-2010_04 |