Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(Dimethoxymethyl)-4-nitrophenol | HCID 3284794 | — |
| Reactant | 3-[(tert-Butoxycarbonyl)amino]propyl 4-methylbenzene-1-sulfonate | HCID 13120302 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15923040 | HCID 15923040 | 100.1% |
Reaction Steps
5-Hydroxy-2-nitrobenzaldehyde dimethyl acetal (3.0 g) is dissolved in dry dimethylformamide (50 ml), and thereto are added sodium iodide (3.15 g), potassium carbonate (1.93 g) and 3-(t-butoxycarbonylamino)propyl tosylate (6.95 g). The mixture is stirred at 50° C. for three hours, and cooled to room temperature. The mixture is extracted with ethyl acetate, and the extract is washed with a saturated aqueous sodium chloride solution, and dried over sodium sulfate. The resultant is concentrated under reduced pressure to remove the solvent, and the residue is purified by silica gel column chromatography to give the title compound (5.22 g) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06512118B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-166fd352379f48c294ce86a11bcb39fe |
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| Source note | uspto-grants-2003_01 |
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