Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(1,3-Dimethylbutyl)aniline | HCID 11528441 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 22931936 | HCID 22931936 | 89.4% |
Reaction Steps
In methanol was dissolved 2.53 g (10 mmol) of iodine, and 2-(1,3-dimethylbutyl)aniline (1.77 g, 10 mmol) was added thereto under ice-cooling, after which an aqueous solution of sodium hydrogencarbonate (1.26 g, 15 mmol) was added thereto and the resulting mixture was stirred at 0° C. for 4 hours. Sodium thiosulfate was added to the reaction mixture, and the resulting mixture was concentrated under reduced pressure, diluted with ethyl acetate and then washed with water. The organic layer was dried over magnesium sulfate and the residue was separated and purified by silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain 2.71 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459477B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-934e95f468eb49f3b79176e2186f92c4 |
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| Source note | uspto-grants-2008_12 |
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