Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | HCID 67264968 | HCID 67264968 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59202233 | HCID 59202233 | 26.2% |
Reaction Steps
2-[4-(3-Oxothiolan-2-ylidenemethyl)phenyl]propionic acid (500 mg) obtained in Example 14 was dissolved in a mixture of methanol (20 ml)/tetrahydrofuran (10.0 ml)/water (5.0 ml)/acetic acid (1.1 ml), and to the solution was added magnesium (150 mg). The mixture was stirred at room temperature for 2 hours, and then further magnesium (80 mg) was added, and further the solution was stirred for 2 hours. To the reaction mixture was added water and acetic acid, the solution was concentrated under reduced pressure. Saturated brine was added to the residue, and the mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give the title compound (132 mg, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148421B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-5bf04429a7414ec5843c1a00451adc63 |
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| Source note | uspto-grants-2012_04 |
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