HuagongsheHuagongshe Chemistry Print Report · For research reference only
Butyric Acid → 2-(1-n-Butanoyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Shikonin | HCID 479503 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(1-n-Butanoyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone | HCID 10247808 | 52% |
Reaction Steps
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 3 ml of dry dichloromethane. To the resulting solution was added 88 mg (1 mmole) of n-butanoic 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 procedures as described in Example 1 to obtain 186 mg (Yield: 52%) of the title compound having the following structure as a red oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05696276 |
| Source dataset | uspto-grants-1997_12 |
| ORD ID | ord-6bd0c0e8e2444064b66d7c5a953ab9f5 |
| Source note | uspto-grants-1997_12 |