Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Guaiacol | HCID 460 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Acetoxy-2-bromo-3-methoxybenzaldehyde | HCID 21883745 | — |
| Catalyst | Copper oxide | HCID 14829 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 22633232 | HCID 22633232 | — |
Reaction Steps
To a mixture of 4-acetoxy-2-bromo-3-methoxybenzaldehyde (546 mg, 2 mmol; prepared in example 105, step a), 2-methoxy-phenol (280 mg, 2 mmol) and cesium carbonate (1.3 g, 4 mmol) in 16 mL of pyridine was added copper oxide(320 mg, 4 mmol)under argon. The mixture was purged with argon for 10 min, heated at 130° C. overnight and then quenched with 5% HCl solution. The mixture was extracted with ethyl acetate, washed with 1N NaOH solution and water before drying over sodium sulfate. After the removal of the solvent, the residue was chromatographed to give the product, 4-hydroxy-5-methoxy-2-(2-methoxy-phenoxy)-benzaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06825208B2 |
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| Source dataset | uspto-grants-2004_11 |
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| ORD ID | ord-4945bdbcafc1435cab2ad68f298c7248 |
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| Source note | uspto-grants-2004_11 |
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