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Hydrochloric Acid → Ethyl 1,4-dihydro-3,6-dimethyl-4-oxoquinoline-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | p-Toluidine | HCID 7813 | — |
| 反応物 | Butanedioic acid, 2-methyl-3-oxo-, 1,4-diethyl ester | HCID 97750 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Ethyl 1,4-dihydro-3,6-dimethyl-4-oxoquinoline-2-carboxylate | HCID 19603453 | 71.2% |
反応手順
A mixture of p-toluidine (10 g) and diethyl 2-methyl-3-oxosuccinate (18.9 g) in dichloromethane (50 ml) was refluxed for 2 days. The reaction mixture was poured onto 0.5N hydrochloric acid (200 ml) and extracted with dichloromethane. The organic layer was washed with water, 0.5N sodium hydroxide solution and brine, dried over magnesium sulfate, and concentrated. The obtained residue was added to heated diphenyl (80 g) and the mixture was refluxed for 15 minutes. The reaction mixture was allowed to stand at ambient temperature, and the resulting precipitates were collected by filtration to give ethyl 1,4-dihydro-3,6-dimethyl-4-oxoquinoline-2-carboxylate (16.3 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05994368 |
| 出典データセット | uspto-grants-1999_11 |
| ORD ID | ord-35035b652c7b4b9a8d269d001da2f8d7 |
| 出典メモ | uspto-grants-1999_11 |