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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34031Generated: October 26, 2026

Water → 2-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/34031

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-FluorostyreneHCID 67691—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
CatalystRhodium, di-mu-chlorobis((1,2,5,6-eta)-1,5-cyclooctadiene)di-HCID 6436379—
SolventTolueneHCID 1140—
Product2-((E)-2-(3-fluorophenyl)ethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 59797036—

Reaction Steps

To a solution of 11 mg of chloro(1,5-cyclooctadiene)-rhodium(I) dimer and 0.61 mL of 4,4,5,5-tetramethyl-[1,3,2]dioxaborolane in 15 mL toluene was added dropwise 1.0 mL of 3-fluorostyrene, and stirred at room temperature for 4 hours. The reaction solution was added with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the resultant crude product was purified and separated by silica gel column chromatography (diethyl ether:n-hexane=1:19), to afford 311 mg of the title compound as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429609B2
Source datasetuspto-grants-2008_09
ORD IDord-19f3cf7530ff411ea7fc46d3b23c22cf
Source noteuspto-grants-2008_09