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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576336Generated: October 30, 2026

Water → HCID 86714047, compound

https://huagongshe.com/reaction/576336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
ReactantHCID 86714048HCID 86714048—
CatalystHCID 178418476HCID 178418476—
SolventAcetoneHCID 180—
ProductHCID 86714047HCID 8671404746%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of compound 67 (700 mg, 0.9 mmol), K2CO3 (497 mg, 3.6 mmol) and 4-methoxyphenyl boronic acid (341 mg, 2.25 mmol) in acetone (9.0 mL) and H2O (3.0 mL) was added bis(triphenylphosphine)palladiumchloride (63 mg, 0.09 mmol) at 0° C. under atmosphere of nitrogen. The mixture was stirred at 0° C. for 30 min and then, stirred at room temperature for 16 hours. The mixture was partitioned between EtOAc and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to provide the product 68 (340 mg, 46%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034921B2
Source datasetuspto-grants-2015_05
ORD IDord-549acd32f86e480794cec942f00ef2ef
Source noteuspto-grants-2015_05