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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656025Generated: November 2, 2026

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

https://huagongshe.com/reaction/1656025

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 solution (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 numberUS05252593
Source datasetuspto-grants-1993_10
ORD IDord-fa079851bdcb45eb86b1eb4b6fc0ab01
Source noteuspto-grants-1993_10