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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1012047Generated: October 31, 2026

1,2-Dimethoxyethane → HCID 53755971, compound

https://huagongshe.com/reaction/1012047

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
Reactant3-BromoquinolineHCID 21413—
SolventChloroformHCID 6212—
ProductHCID 53755971HCID 53755971—

Reaction Conditions

Temperature90 °C

Reaction Steps

Next, 1.0 mL of 2.0 M potassium carbonate aqueous solution and tris(triphenylphosphine)palladium [Pd(PPh3)4] (30 mg, 0.026 mmol) were added to 4 mL of dimethoxyethane (DME) solution of the 1-naphthylboronic acid ester (2-1) (1.00 g, 5.00 mmol) and 3-bromoquinoline (0.62 g, 3.00 mmol), which then was refluxed at 90° C. for 12 hours. After completion of the reaction, it was cooled to room temperature, and 100 mL of chloroform was added thereto. This was washed with 100 mL of water twice and subsequently was washed with 50 mL of saturated saline. The solvent was removed therefrom and this then was purified by column chromatography using chloroform as a developing solvent. Thus 3-(1-naphthyl)quinoline (2-2) was obtained (84 mg, 11%). The instrumental analysis data of this 3-(1-naphthyl)quinoline (2-2) is indicated below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977486B2
Source datasetuspto-grants-2011_07
ORD IDord-21252dbf870e418b8223f7684999d967
Source noteuspto-grants-2011_07