Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 86610526 | HCID 86610526 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86610525 | HCID 86610525 | 93% |
Reaction Steps
Methyl 3,5-diallyloxy-2-ethyl-6-(3-methylsulfanylbenzoyl)phenylacetate (550 mg, 1.3 mmol) obtained in Example 94, Step 1 was dissolved in a mixed solvent of methanol (12 mL) and water (6 mL), and Oxone (trademark; 1.9 g, 3.1 mmol) was slowly added thereto with stirring under ice-cooling. The reaction mixture was stirred at room temperature for 3 hours, and water was added thereto, followed by extraction with ethyl acetate. The organic layer was washed successively with a saturated aqueous solution of sodium thiosulfate and a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1) to obtain methyl 3,5-diallyloxy-2-ethyl-6-(3-methanesulfonylbenzoyl)phenylacetate (550 mg, 93%).
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-894644783ec94e378e702b5f5b831220 |
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| Source note | uspto-grants-2009_05 |
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