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Hydrochloric Acid → 2-Methylpyrrole-3-carboxylic acid diethylamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Diethylamine | HCID 8021 | — |
| 反応物 | Ethyl 2-methyl-3-pyrrolecarboxylate | HCID 136747 | — |
| 反応物 | Trimethylaluminum | HCID 16682925 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | 2-Methylpyrrole-3-carboxylic acid diethylamide | HCID 21781722 | — |
反応手順
To a solution of 1.6 ml of diethylamine in 30 ml of toluene was added 7.5 ml of 2M trimethylaluminum in hexane, and the mixture stirred for 20 minutes. To this mixture was added 1.53 g of 2-methylpyrrole-3-carboxylic acid ethyl ester, and the reaction mixture refluxed overnight. The mixture was cooled, acidified with aqueous 2N hydrochloric acid and extracted twice with ethyl acetate and three times with methylene chloride. Solvent was removed from the combined extracts under reduced pressure, and the residue was flash chromatographed on silica gel, eluting with 75% ethyl acetate/hexane, giving 1.5 g of 2-methylpyrrole-3-carboxylic acid diethylamide, m.p. 120°-121° C., the compound of formula (b).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05229387 |
| 出典データセット | uspto-grants-1993_07 |
| ORD ID | ord-8836079c44b546d49aa5b5c85f70bce0 |
| 出典メモ | uspto-grants-1993_07 |