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Pyridine → Ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| 反応物 | Cyclopropanecarbonyl chloride, 2-phenyl- | HCID 523092 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate | HCID 20034593 | 108.9% |
反応手順
A solution of 2-phenyl-1-cyclopropanecarboxylic acid chloride (15 g) in 1,2-dichloroethane (70 ml) is added at 0° C. to a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid, 12 g) and pyridine (13.2 g) in 1,2-dichloroethane (70 ml) and the solution is stirred at room temperature for one hour. A 2N water solution of H2SO4 (20 ml) is then added, the two layers are separated and the organic phase is washed twice with water (50 ml), dryed on Na2SO4 and evaporated in vacuum. The residue is dissolved in EtOH (150 ml), heated to the reflux temperature for two hours and evaporated to dryness to give almost pure ethyl 3-(2-phenyl-1-cyclopropyl)-3-oxo-propanoate (21 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04845113 |
| 出典データセット | uspto-grants-1989_07 |
| ORD ID | ord-7865c18e0e4847a6b3d2252f1c412f04 |
| 出典メモ | uspto-grants-1989_07 |