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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant1-Bromo-3,5-dimethoxybenzeneHCID 639187—
Reactant2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1-Cyclopropyl-3,5-dimethoxybenzeneHCID 58223392490.8%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530504B2
Source datasetuspto-grants-2013_09
ORD IDord-1febc6efb69144cd885e0f3d583c497d
Source noteuspto-grants-2013_09