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Pyridine → Methyl 3-oxoicosanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Stearoyl chloride | HCID 8212 | — |
| 反応物 | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 3-oxoicosanoate | HCID 84502 | — |
反応手順
270 ml of stearoyl chloride were added dropwise at a maximum of 150° C. to a solution of 117 g of Meldrum's acid and 131 ml of pyridine in 1.5 l of methylene chloride. After stirring the reaction mixture was washed with 4N hydrochloric acid, the aqueous phase was back-extracted with methylene chloride and the methylene chloride phase was dried and concentrated. The residue was taken up in methanol and stirred under reflux. After cooling the separated crystals were filtered off, dissolved in methylene chloride and chromatographed on silica gel with methylene chloride. There were obtained 175 g of methyl 3-oxoeicosanoate, m.p. 52°-54° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05376674 |
| 出典データセット | uspto-grants-1994_12 |
| ORD ID | ord-f38e3310b759402f9e2058976a0bb1fc |
| 出典メモ | uspto-grants-1994_12 |