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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408412Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 178419929, compound

https://huagongshe.com/reaction/1408412

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant6-IodochromanHCID 10945163—
ReactantHCID 178514837HCID 178514837—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178419929HCID 17841992914%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of B-(1H-pyrazol-3-yl)boronic acid (400 mg, 3.57 mmol) in a mixture of tetrahydrofuran (THF), 1,2-dimethoxyethane and water (1:2:1), was added 3,4-dihydro-6-iodo-2H-1-benzopyran (1.53 g, 5.88 mmol; prepared according to Muraki et al., Tetrahedron Lett. 1996, 37, 2441) under nitrogen atmosphere. Then potassium carbonate (980 mg, 7.14 mmol) and bis(triphenylphosphine)palladium(II) dichloride (120 mg, 0.017 mmol) were added, and the reaction mixture was heated at 90° C. for 3 h. The reaction mixture was concentrated and purified by silica gel column chromatography using 30% ethyl acetate in petroleum ether as eluant to provide the title product as solid (100 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921360B2
Source datasetuspto-grants-2014_12
ORD IDord-b3895e9855b84ec2afb67a1d196ad008
Source noteuspto-grants-2014_12