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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272744Generated: October 31, 2026

Potassium Carbonate → 1-Benzyl-4-chloro-2-methoxybenzene

https://huagongshe.com/reaction/272744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
Reactant1-(Bromomethyl)-4-chloro-2-methoxybenzeneHCID 22327474—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product1-Benzyl-4-chloro-2-methoxybenzeneHCID 6921671018.4%

Reaction Steps

1-Bromomethyl-4-chloro-2-methoxy-benzene (50 mg, 0.21 mmol), phenyl boronic acid (28 mg, 0.23 mmol), Pd(PPh3)4 (24 mg, 0.021 mmol) and K2CO3 (87 mg, 0.63 mmol) were combined in dioxane, purged with N2, and heated to reflux for 16 hours. The mixture was then partitioned between ethyl acetate and water. The organic layer was washed with brine, dried (MgSO4), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel eluting with 4:1 hexanes/ethyl acetate to provide 9 mg (18%) of the title compound. MS (ESI) m/e 233 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456169B2
Source datasetuspto-grants-2008_11
ORD IDord-cd67fa8b66294287b5b57e87a2dce8c8
Source noteuspto-grants-2008_11