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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 523936Generated: October 30, 2026

Water → HCID 58545065, compound

https://huagongshe.com/reaction/523936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantTolylboronic acidHCID 79799—
ReactantHCID 86660147HCID 86660147—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 58545065HCID 5854506588%

Reaction Steps

Compound II (56 mg, 0.117 mmol), Pd(PPh3)4 (12 mg, 0.011 mmol), p-tolylboronic acid (32 mg, 0.235 mmol) and potassium carbonate (65 mg, 0.47 mmol) were stirred in toluene (3 mL) and water (1.5 mL) at 120° C. under microwave irradiation (300 W) for 30 min. The reaction mixture was then poured onto brine (30 mL) and extracted with EtOAc (2×20 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 (43 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09340503B2
Source datasetuspto-grants-2016_05
ORD IDord-e46aba3733cd4d80af5843f091178634
Source noteuspto-grants-2016_05