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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1492751Generated: November 2, 2026

1,2-Dimethoxyethane → 2-(5-Methylbenzofuran-2-yl)benzonitrile

https://huagongshe.com/reaction/1492751

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
Reactant2-BromobenzonitrileHCID 16272—
SolventDiethyl EtherHCID 3283—
SolventSodium BicarbonateHCID 516892—
Product2-(5-Methylbenzofuran-2-yl)benzonitrileHCID 15680844—

Reaction Steps

Intermediate 1 (20 g) was added to a stirred solution of 2-bromobenzonitrile (10.34 g) and tetrakistriphenylphosphine palladium (0) (1.5 g) in DME (200 ml) and 8% NaHCO3 (50 ml) at reflux under nitrogen. Further catalyst (1.5 g) was added and the reaction continued overnight. The reaction was cooled to room temperature and diluted with ether (200 ml). The organic layer was separated, washed with water (3×100 ml) and dried. Filtration and evaporation gave a white solid which was purified by chromatography eluting with system A (1:9) to give the title compound (10.58 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05374646
Source datasetuspto-grants-1994_12
ORD IDord-811852e92cb947a5b704f6a619c7394b
Source noteuspto-grants-1994_12