Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 3,6-Dihydroxyflavone | HCID 688659 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 88920334 | HCID 88920334 | 16% |
Reaction Steps
In a DMF (4 mL) solvent, potassium carbonate (180.2 mg, 1.30 mmol) and epichlorohydrin (0.2 mL, 2.17 mmol) were added to a 3,6-dihydroxyflavone (3,6-dihydroxyflavone) (110.5 mg, 0.43 mmol) solution. After stirring at a temperature of 70° C. for 8 hours, an ammonium chloride aqueous solution was added to the reaction mixture. The reaction mixture was distributed between diethyl ether and water, and an organic layer was dried by using anhydrous MgSO4, filtered, and evaporated under reduced pressure. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (1:1.5) as a developer to obtain Compound 106 (25.3 mg, 16%) that is a white solid bis-oxyranyl flavone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09155690B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-c8769c614c694cbcaf7fa597f8119be4 |
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| Source note | uspto-grants-2015_10 |
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