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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261762Generated: November 4, 2026

Hydrochloric Acid → HCID 67527577, compound

https://huagongshe.com/reaction/2261762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
Reactant4-Bromo-m-cresolHCID 72857—
Reactant380430-58-0HCID 5708389—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67527577HCID 6752757720%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-bromo-3-methyl-phenol (460 mg, 2.01 mmol), [4-(E-3-methoxy-3-oxo-1-propen-1-yl)phenyl]boronic acid (486 mg, 2.21 mmol), tetrakis(triphenylphosphine)palladium(0) (232 mg, 0.201 mmol) cesium carbonate (1.31 g, 4.02 mmol) and DMF (4.8 mL) is heated to 80° C. for 4.5 hours. The reaction is cooled to room temperature and diluted with water and acidified with 1 N HCl. The resulting solution is extracted with ether. The combined organic layers are dried over anhydrous magnesium sulfate and are purified via flash chromatography eluting with 15% ethyl acetate/heptane to give the title compound (108 mg, 20%). ES/MS m/e 267.3 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846960B2
Source datasetuspto-grants-2010_12
ORD IDord-e5e5de10b6244727a3ac18289e21fd63
Source noteuspto-grants-2010_12