Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Chlorocyclohexanone | HCID 13203 | — |
| Reactant | 5-Bromo-2-methoxyphenol | HCID 142228 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22734079 | HCID 22734079 | — |
Reaction Steps
A mixture of 5-bromo-2-methoxyphenol (120.0 g), 2-chloro-1-cyclohexanone (108.0 g), potassium carbonate (163.3 g), and DMF (1.2 l) was stirred at 70° C. for 3 hours. After being allowed to stand for cooling, water was added to the mixture followed by extraction with ethyl acetate. The organic layer was washed with a saturated saline and dried over anhydrous magnesium sulfate, and the solvent was distilled off. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=9:1) to give Compound IId-a (138.5 g, 78.3%) as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06514996B2 |
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| Source dataset | uspto-grants-2003_02 |
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| ORD ID | ord-5a90e2e110e24445876d4eba98b6e822 |
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| Source note | uspto-grants-2003_02 |
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