Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 3-Bromo-2-hydroxy-5-nitrobenzaldehyde | HCID 519307 | — |
| Catalyst | Silver(II) oxide | HCID 92152 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 13024918 | HCID 13024918 | 46.1% |
Reaction Steps
Into an appropriately sized pressure bottle was placed commercially available 3-bromo-2-hydroxy-5-nitrobenzaldehyde (2.46 gm, 10.00 mmol), iodomethane (6.23 mL, 100 mmol), silver oxide (2.317 g, 10.00 mmol) and acetonitrile (50 mL). The bottle was sealed and heated with stirring at 50° C. for 2 h. The reaction mixture was filtered through celite and the filtrate concentrated to give a solid residue that was triturated with hexane, collected by filtration and dried. The resulting solid was purified by silica gel chromatography (hexane-ethylacetate) to give the title compound (1.2 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09095590B2 |
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| Source dataset | uspto-grants-2015_08 |
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| ORD ID | ord-40a549f82c9d48f5808bc103a3835bfb |
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| Source note | uspto-grants-2015_08 |
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