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Hydrochloric Acid → 3'-Chloro-4'-fluoroacetophenone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Acetyl chloride | HCID 6367 | — |
| 反応物 | 1-Chloro-2-fluorobenzene | HCID 9583 | — |
| 反応物 | 3-Chloro-4-fluorobenzoyl Chloride | HCID 2736548 | — |
| 反応物 | Aluminum(III) Chloride | HCID 6451240 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Carbon Disulfide | HCID 6348 | — |
| 溶媒 | Tetrachloroethylene | HCID 31373 | — |
| 生成物 | 3'-Chloro-4'-fluoroacetophenone | HCID 520422 | 80% |
反応手順
3-Chloro-4-fluorobenzoyl chloride is available via a multi-stage synthesis. According to Diep et al., J. Chem. Soc. [1963], 2784-2787, ortho-chlorofluorobenzene is initially reacted with acetyl chloride in the presence of large amounts of aluminum chloride in the presence of carbon disulfide, methylene chloride or tetrachloroethylene, the reaction mixture is decomposed with dilute hydrochloric acid, the organic phase is washed with aqueous sodium hydroxide, then with water, and dried over sodium sulfate, the solvent is evaporated, and the residue is subjected to fractional distillation at reduced pressure. This method gives 3-chloro-4-fluoroacetophenone in a yield of about 80%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06187952B1 |
| 出典データセット | uspto-grants-2001_02 |
| ORD ID | ord-f9495f7508b342e992643886567fff12 |
| 出典メモ | uspto-grants-2001_02 |