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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618668Generated: October 31, 2026

Toluene → HCID 67285680, compound

https://huagongshe.com/reaction/1618668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantStyrylboronic acidHCID 5702628—
Reactant2,4-Dichloro-5,7-difluoro-3-methylquinolineHCID 59631040—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67285680HCID 67285680—

Reaction Steps

Prepared according to procedure F by stirring 2,4-dichloro-5,7-difluoro-3-methylquinoline (700 mg, 2.82 mmol), trans-2-phenylvinylboronic acid (501 mg, 3.39 mmol), Pd(PPh3)4 (245 mg, 0.212 mmol), sodium carbonate (0.590 mL, 14.11 mmol), toluene (23 mL), and water (6 mL) at 95° C. for 18 h. Purification by column chromatography (silica gel, 0-10% EtOAc in hexanes as eluent) gave (E)-4-chloro-5,7-difluoro-3-methyl-2-styrylquinoline. Mass Spectrum (ESI) m/e=316.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-352978b36e624b97b8eda4453ff53403
Source noteuspto-grants-2014_07