HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41251Generated: October 29, 2026
Cesium carbonate → 1-Cyclopropyl-3,5-dimethoxybenzene
https://huagongshe.com/reaction/41251
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Bromo-3,5-dimethoxybenzene | HCID 639187 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 1-Cyclopropyl-3,5-dimethoxybenzene | HCID 58223392 | 490.8% |
Reaction Steps
To a solution of 1-bromo-3,5-dimethoxybenzene (2.00 g, 9.21 mmol) in dioxane (30 mL) and water (10 mL) were added potassium cyclopropyl trifluoroborate (2.73 g, 18.4 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (756 mg, 1.84 mmol), palladium(II) acetate (207 mg, 0.92 mmol) and cesium carbonate (18.0 g, 55.3 mmol), and the mixture was heated at 100° C. for 16 hours. After the reaction was completed, water was added to the reaction mixture, which was extracted with ethyl acetate and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (n-heptane/ethyl acetate: 3/1) to obtain the title compound (1.61 g, 9.03 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08530504B2 |
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| Source dataset | uspto-grants-2013_09 |
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| ORD ID | ord-1febc6efb69144cd885e0f3d583c497d |
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| Source note | uspto-grants-2013_09 |
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