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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409576Generated: November 1, 2026

Toluene → HCID 86710276, compound

https://huagongshe.com/reaction/1409576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromobenzyl cyanideHCID 29625—
Reactant2-Methylphenyl boronic acidHCID 2733267—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 86710276HCID 8671027674.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

In a vial, 2-bromophenylacetonitrile (2 g, 10.2 mmol), 2-methylphenylboronic acid (1.53 g, 11.2 mmol) and potassium carbonate (2.82 g, 20.4 mmol, Eq: 2) were combined with toluene (15.0 ml), ethanol (15 ml) and water (5 ml) to give a light brown suspension. The mixture was degassed with argon and then tetrakis(triphenylphosphine)palladium(0) (354 mg, 306 μmol) was added. The reaction mixture was heated at 90° C. for 12 h, cooled and poured into water and extracted with EtOAc. The organic phase was washed with brine, dried (Na2SO4) and evaporated to dryness under reduced pressure. Chromatography (silica gel, 0% to 5% EtOAc in hexanes) provided the title product as a colourless oil (1.57 g; 74%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921388B2
Source datasetuspto-grants-2014_12
ORD IDord-223a498ec86b4e1e9a941b45327dc42e
Source noteuspto-grants-2014_12