Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 3-Bromo-4-methoxybenzaldehyde | HCID 98662 | — |
| Reactant | Azane;hydrate | HCID 12896473 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86602468 | HCID 86602468 | 11.4% |
Reaction Steps
To an aqueous solution (15 mL) of imidazole (5.69 g), 3-bromo-4-methoxybenzaldehyde (3.00 g) and copper powder (86 mg) were added, and the reaction solution was agitated for three days at 100° C. under nitrogen atmosphere. A concentrated ammonia water and ethyl acetate were added to the reaction mixture, and the organic layer was partitioned. The organic layer was washed with a saturated saline solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: ethyl acetate), and 321 mg of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07687640B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-6df5e32ed8ee4e3abd7c0bd8e5b979af |
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| Source note | uspto-grants-2010_03 |
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