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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675626Generated: October 31, 2026

Sodium Carbonate → 3-[2-(Benzyloxy)-5-chlorobenzyl]benzonitrile

https://huagongshe.com/reaction/1675626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantBenzonitrile, 3-(bromomethyl)-HCID 97249—
Reactant2-Benzyloxy-5-chlorobenzeneboronic acidHCID 4198740—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-[2-(Benzyloxy)-5-chlorobenzyl]benzonitrileHCID 66996109—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2-benzyloxy-5-chlorophenylboronic acid (2.1 g), 3-cyanobenzyl bromide (1.57 g), sodium carbonate (1.7 g) and tetrakis(triphenylphosphine)palladium (0) (0.46 g) in ethylene glycol dimethyl ether (30 ml) was heated at 80° C. for 5 h. The mixture was cooled, partitioned between water/diethylether, the organics separated, dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with 5% ethylacetate/isohexane, yield 0.53 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003703B2
Source datasetuspto-grants-2011_08
ORD IDord-c2d02b8820a341f9a843ec76f79c289e
Source noteuspto-grants-2011_08