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Selenious Acid → Potassium Hydroxide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Selenious Acid | HCID 1091 | — |
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | 4-Phenyl-3-Buten-2-one | HCID 15909 | — |
| 反応物 | Dimethyl 3-oxoundecane-1,11-dioate | HCID 14825131 | — |
| 反応物 | 3-Oxoundecane-1,11-dioic acid | HCID 21565262 | — |
| 反応物 | Styrylglyoxal | HCID 54180762 | — |
| 反応物 | 14-Phenyl-9,12-dioxo-11-hydroxytetradec-13-enoic acid | HCID 68135606 | — |
| 生成物 | Potassium Hydroxide | HCID 14797 | — |
| 生成物 | 3-Hydroxy-5-oxo-2-styrylcyclopent-1-eneheptanoic acid | HCID 68135699 | — |
反応手順
Starting materials suitable for the manufacture of the compounds of this invention are styrylglyoxal, conveniently prepared by the selenous acid oxidation of 4-phenyl-3-buten-2-one, and the dialkyl esters of 3-oxoundecane-1,11 -dioic acid. Dimethyl 3-oxoundecane-1,11-dioate is thus saponified with potassium hydroxide and the resulting dicarboxylic acid is allowed to react with styrylglyoxal, thus affording 14-phenyl-9,12-dioxo-11-hydroxytetradec-13-enoic acid. Cyclization of the latter intermediate in the presence of potassium hydroxide results in the instant 3-hydroxy-5-oxo-2-styrylcyclopent-1-eneheptanoic acid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US03980700 |
| 出典データセット | uspto-grants-1976_09 |
| ORD ID | ord-25a3a44e7b3d4171aa3d27da9bdeca97 |
| 出典メモ | uspto-grants-1976_09 |