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5-Chlorovaleryl chloride → 1-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 5-Chlorovaleryl chloride | HCID 74089 | — |
| 反応物 | Aluminum(III) Chloride | HCID 6451240 | — |
| 反応物 | N-(2-Chloro-5-methoxyphenyl)acetamide | HCID 19081918 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | 1-(4-Acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one | HCID 19081879 | 70.2% |
反応手順
N-Acetyl-2-chloro-5-methoxyaniline (10.0 g, 50 mmol), aluminum chloride (13.3 g, 100 mmol), and 5-chloropentanoyl chloride (11.7 g, 75 mmol) were combined in ethylene dichloride (100 mL) and the mixture was stirred at room temperature and under nitrogen for 7 days. The mixture was then poured onto crushed ice and extracted into methylene chloride. The methylene chloride extract was washed with water and then dried. The solvent was evaporated in vacuo. Crystallization of the residue from ethyl acetate/hexane gave 1-(4-acetylamino-5-chloro-2-hydroxyphenyl)-5-chloropentan-1-one (10.18 g, 35.1 mmol), m.p. 126°-128° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05763458 |
| 出典データセット | uspto-grants-1998_06 |
| ORD ID | ord-1949f987f8d045ae9e573ed8d6558f1a |
| 出典メモ | uspto-grants-1998_06 |