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Chloroacetic Acid → 2-(1-Monochloroacetyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chloroacetic Acid | HCID 300 | — |
| 反応物 | Dicyclohexylcarbodiimide | HCID 10868 | — |
| 反応物 | Shikonin | HCID 479503 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(1-Monochloroacetyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone | HCID 86751715 | 60% |
反応手順
288 mg (1 mmole) of shikonin, 226 mg (1.1 mmole) of dicyclohexylcarbodiimide and 30 mg (0.25 mmole) of 4-dimethylaminopyridine were dissolved in 3ml of dry dichloromethane. To the resulting solution was added 94.5 mg (1 mmole) of monochloroacetic acid at 0° C. under nitrogen gas, and the mixture was stirred for 30 minutes and then at room temperature for further 3 hours. The resulting product was separated and purified according to the procedure as described in Example 1 to obtain 218 mg (Yield: 60%) of the title compound having the following structure as a red oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05696276 |
| 出典データセット | uspto-grants-1997_12 |
| ORD ID | ord-be26e789d0aa495bad6e76b990fcdcf9 |
| 出典メモ | uspto-grants-1997_12 |