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p-Toluenesulfonic acid → 1-(3-Methanesulfonylphenyl)-2-methyl-5-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 | Ethyl 2-acetyl-4-oxo-4-phenylbutanoate | HCID 312893 | — |
| 反応物 | 3-(Methylsulphonyl)aniline | HCID 428029 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | 1-(3-Methanesulfonylphenyl)-2-methyl-5-phenyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 10134575 | — |
反応手順
3-Methylsulfonylaniline (1.4 mmol, 0.3 g), 3-oxo-2-(2-oxo-2-phenyl-ethyl)-butyric acid ethyl ester (1.4 mmol, 0.35 g), triethylamine (1.4 mmol, 0.14 g), and tosic acid (0.1 g) were combined in ethanol, then heated under reflux. The resulting oil was resuspended in chloroform, 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 to yield the named product as an oil. The structure of the compound was verified by 1H-NMR (CDCl3, ppm): 1.36 t (3H), 2.45 s (3H), 2.82 s (3H), 4.3 q (2H), and 6.8-7.2 m (9H).
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-112f49d5fca64863ae250c0626d3f28f |
| 出典メモ | uspto-grants-2003_05 |