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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1191659Generated: November 2, 2026

Toluene → HCID 69671278, compound

https://huagongshe.com/reaction/1191659

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPhenylboronic AcidHCID 66827—
ReactantPotassium phosphate, tribasic, monohydrateHCID 22031701—
ReactantHCID 86665745HCID 86665745—
Catalystpalladium(II) acetateHCID 167845—
Catalyst2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
SolventEthyl AcetateHCID 8857—
ProductHCID 69671278HCID 6967127872.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of 2-(2,2-dibromovinyl)-4-difluoromethoxyaniline (166 mg), phenylboronic acid (88.5 mg) and potassium phosphate monohydrate (557 mg) was added a mixture of 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (11.9 mg), palladium (II) acetate (3.3 mg) and toluene (2.4 mL) at room temperature, and the mixture was stirred at 100° C. for 3 hours. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and then filtered through celite (registered trademark). The filtrate was washed with saturated saline-water (2/1), dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (91.2 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680120B2
Source datasetuspto-grants-2014_03
ORD IDord-f2f4e1214c014bbb825359302692de7f
Source noteuspto-grants-2014_03