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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523932Generated: October 29, 2026

Water → HCID 58545066, compound

https://huagongshe.com/reaction/523932

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantHCID 86730584HCID 86730584—
CatalystHCID 178418397HCID 178418397—
ProductHCID 58545066HCID 5854506671%

Reaction Steps

Compound II (54 mg, 0.113 mmol), Pd(PPh3)4 (13 mg, 0.011 mmol), 4-fluorophenylboronic acid (32 mg, 0.23 mmol) and potassium carbonate (63 mg, 0.45 mmol) were stirred in toluene (1.5 mL) and water (0.7 mL) at 120° C. under microwave irradiation (300 W) for 30 min. The reaction mixture was then poured onto brine (5 mL) and extracted with EtOAc (3×5 mL). The organic phases were combined then dried over MgSO4, filtered, and subsequently evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography eluting with hexane/EtOAc (90:10 then 80:20) to furnish III as a colourless oil (34 mg, 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340503B2
Source datasetuspto-grants-2016_05
ORD IDord-aadc471f59f6430a92633970dd8d34b0
Source noteuspto-grants-2016_05