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Hydrochloric Acid → 6-(p-Chlorophenyl)coumarin-3-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | 4'-Chloro-4-biphenylol | HCID 91589 | — |
| 反応物 | 2,2-Diethylpropanedioate | HCID 6951563 | — |
| 反応物 | 4'-Chloro-4-hydroxy[1,1'-biphenyl]-3-carbaldehyde | HCID 20099791 | — |
| 生成物 | 6-(p-Chlorophenyl)coumarin-3-carboxylic acid | HCID 20529781 | — |
反応手順
4-(p-Chlorophenyl)phenol is converted via the Duff reaction [J. Chem. Soc., 547 (1941)] to 2-hydroxy-5-(p-chlorophenyl)benzaldehyde, mp. 74°-78° C. i.r. 6.02μ. A solution of 2]3 mg. (1 mmole) of this aldehyde, 0.4 ml. (2.63 mmole) of diethylmalonate and 0.2 ml. (2 mmole) of piperidine is heated for 10 minutes and kept at 25° C. for 2 hours. Then 5 ml. of 9 N HCl is added and the mixture stirred at reflux overnight. The mixture is cooled in an ice bath and filtered to yield 238 mg. of the desired compound, i.r. 5.74, 5.9μ.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04343938 |
| 出典データセット | uspto-grants-1982_08 |
| ORD ID | ord-4cacc45e26214cf3858809b96f7c81c9 |
| 出典メモ | uspto-grants-1982_08 |