Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Selenium Dioxide | HCID 24007 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86610522 | HCID 86610522 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 86610521 | HCID 86610521 | 8.2% |
Reaction Steps
Methyl 3,5-diallyloxy-2-iodo-6-(4-methoxybenzoyl)phenylacetate (80 mg, 0.15 mmol) obtained in Example 15, Step 2 was dissolved in 1,4-dioxane (1.0 mL), and selenium dioxide (36 mg, 0.34 mmol) and acetic acid (0.028 mL; 0.46 mmol) were added thereto, followed by stirring at 75° C. for half a day. The reaction mixture was poured into a saturated aqueous solution of sodium hydrogencarbonate, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by preparative thin layer chromatography (chloroform/methanol=9/1) to obtain Compound 15 (1.2 mg, 8.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538224B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-e549d3adee25461fb574be7d1e1b6d18 |
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| Source note | uspto-grants-2009_05 |
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