Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bicarbonate Ion | HCID 769 | — |
| Reactant | HCID 86607070 | HCID 86607070 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 86607069 | HCID 86607069 | 100.7% |
Reaction Steps
Ethyl [2-{[(allyloxy)carbonyl]amino}-4-(1-hydroxyethyl)phenyl]acetate (10.3 g) prepared by step e) was dissolved in acetone (30 mL) and thereto was added at room temperature Jons' reagent (10 mL), followed by stirring for 30 minutes. To the reaction solution were added saturated bicarbonate solution (50 mL) and saturated brine (100 mL), and the mixture was extracted with ethyl acetate (3×50 mL). The organic layer was combined, dried over magnesium sulfate, filtered and the solvent was removed in vacuo to give a crude product. The crude product was combined with the crude product prepared separately prepared in a scale of 1 g and purified with column chromatography (SiO2 300 g, hexane/ethyl acetate 1:1) to give the object compound (10.3 g, 85%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07468364B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-2238cc11b2ec48c1b5b47d23a9ec3c94 |
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| Source note | uspto-grants-2008_12 |
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