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4-(4-Aminophenyl)-4-oxobutanoic acid → 3-[p-(1-Chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(4-Aminophenyl)-4-oxobutanoic acid | HCID 243290 | — |
| 反応物 | Cyclopropanecarbonyl chloride, 1-chloro- | HCID 10942508 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-[p-(1-Chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid | HCID 20483371 | 49.3% |
反応手順
3.9 g (28.1 millimoles) of 1-chlorocyclopropanecarboxylic acid chloride are added, with stirring, to 4.5 g (23.3 millimoles) of 3-(p-aminobenzoyl)-propionic acid in 100 ml of absolute tetrahydrofuran. The reaction mixture is then stirred for 20 hours at room temperature, followed by 7 hours under reflux. A small amount of solid is filtered off and discarded, and the filtrate is concentrated. The residue obtained is recrystallized from ethyl acetate, giving 3.4 g (49% of theory) of 3-[p-(1-chlorocyclopropylcarbonylamino)-benzoyl]-propionic acid as colorless crystals, of melting point 178°-179° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04410529 |
| 出典データセット | uspto-grants-1983_10 |
| ORD ID | ord-74d38cc0253c41d886bfa8b64df79659 |
| 出典メモ | uspto-grants-1983_10 |