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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 414954Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 58407892, compound

https://huagongshe.com/reaction/414954

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantCesium fluorideHCID 25953—
Reactant(6-Methoxypyridin-3-yl)boronic acidHCID 2734368—
ReactantMethyl 2-(2-bromophenyl)acetateHCID 8063364—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 58407892HCID 58407892—

Reaction Conditions

Temperature100 °C

Reaction Steps

1.35 g (5.89 mmol) of methyl (2-bromophenyl)acetate are introduced together with 1 g (6.55 mmol) of 6-methoxypyridin-3-ylboronic acid and 1.98 g (13.09 mmol) of caesium fluoride into 20 ml of 1,2-dimethoxyethane under argon. After addition of 0.22 g (0.19 mmol) of tetrakis(triphenylphosphine)palladium(0), the reaction mixture is stirred at 100° C. for 4 h. Cooling to room temperature is followed by addition of a mixture of ethyl acetate and water and extraction with ethyl acetate. After the organic phase has been dried over magnesium sulphate and the solvent has been removed in vacuo, the residue is purified by column chromatography on silica gel (mobile phase: cyclohexane/ethyl acetate 9:1). 1.1 g (68% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088769B2
Source datasetuspto-grants-2012_01
ORD IDord-9e90a04db62c4cbcae7ca53c23be4751
Source noteuspto-grants-2012_01