Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68248305 | HCID 68248305 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178455795 | HCID 178455795 | 47.3% |
Reaction Steps
The compound (1.00 g) obtained in Step 1 of this Reference Example was dissolved in toluene (10 mL). To the solution, a solution of sodium bicarbonate (1.21 g) in water (6 mL), iodine (2.19 g), and 2,2,6,6-tetramethyl-1-piperidinyloxy (75 mg) were added in this order, and the mixture was stirred at room temperature for 12 hours. To the reaction solution, saturated aqueous sodium thiosulfate was added, and organic matter was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered, and the solvent was distilled off under reduced pressure to obtain a crude product. This crude product was purified by silica gel column chromatography (eluting solvent: hexane/ethyl acetate=2/1-1/1) to obtain the title compound (468 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609710B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-7a0d5bd85cf84389aa1a207e08f344cd |
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| Source note | uspto-grants-2013_12 |
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