Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Epichlorohydrin | HCID 7835 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 8-Hydroxyflavone | HCID 53645 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 19835350 | HCID 19835350 | 99% |
Reaction Steps
8-Hydroxyflavone (17.9 g, 75 mmol) (see Awad et al, J. Org. Chem., 25, 1333 (1960)) was suspended in a solvent consisting of 22 ml of water and 135 ml of isopropanol. Epichlorohydrin (59 ml, 75 mmol) and NaOH (3.0 g, 75 mmol) were added and the reaction mixture was heated at 70° C. for 31/2 hours. The reaction mixture was then cooled and filtered, and the solvent was removed under reduced pressure. The residue was taken up in 600 ml of CH2Cl2, washed twice with 600 ml of H2O, dried and the remaining solvent was removed by evaporation. This gave 21.9 g of light tan solid (99% yield). The product was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04797498 |
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| Source dataset | uspto-grants-1989_01 |
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| ORD ID | ord-44e0ce6905f54522bdbe124451d25dc1 |
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| Source note | uspto-grants-1989_01 |
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