Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921520Generated: October 31, 2026

Ethyl Acetate → HCID 178506293, compound

https://huagongshe.com/reaction/921520

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
ReactantQuinoline-3-boronic acidHCID 2734663—
ReactantHCID 178506294HCID 178506294—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178506293HCID 17850629333.1%

Reaction Conditions

Temperature100 °C

Reaction Steps

A [1,1-bis-(diphenylphosphino)-ferrocene]dichloropalladium(II) dichloromethane complex (0.74 g) was added to a solution of compound (1c) (2.0 g), quinoline-3-boronic acid (2.5 g), and an aqueous sodium carbonate solution (1 M, 18 mL) in 1,4-dioxane (45 mL) under a nitrogen atmosphere, followed by stirring at 100° C. for 3 hr. The reaction solution was distributed between ethyl acetate and water, and the organic layer was washed with saturated saline and then dried over anhydrous sodium sulfate. After distillation of the solvent, the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (1d) (0.94 g, 33%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273045B2
Source datasetuspto-grants-2016_03
ORD IDord-24026c2aec0143aba9b1665123b73448
Source noteuspto-grants-2016_03