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p-Toluenesulfonic acid → 1-(3-Dimethylaminophenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1,3-Benzenediamine, N1,N1-dimethyl-, hydrochloride (1:2) | HCID 77124 | — |
| 反応物 | Ethyl 2-benzoyl-4-oxopentanoate | HCID 14689358 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-(3-Dimethylaminophenyl)-5-methyl-2-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 10154786 | — |
反応手順
N,N-Dimethyl-1,3-phenylenediamine dihydrochloride (5 mmol, 1.0 g), 2-benzoyl-4-oxo-pentanoic acid ethyl ester (5 mmol, 1.2 g), triethylamine (10 mmol, 1.0 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in methylene chloride, then washed with water, 5% sodium bicarbonate, and brine. The organic layer was dried over NaSO4, then the solids were separated and the solvents removed under vacuum. The crude material was purified over silica gel and yielded the named product (m.p. 111.7° C.-114° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06569890B2 |
| 出典データセット | uspto-grants-2003_05 |
| ORD ID | ord-ea1930b113f54eb1b9d7b37a2fc12730 |
| 出典メモ | uspto-grants-2003_05 |