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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069085Generated: November 2, 2026

Tetrahydrofuran → HCID 67405268, compound

https://huagongshe.com/reaction/2069085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 86646483HCID 86646483—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67405268HCID 6740526862.4%

Reaction Steps

An aqueous solution (50 mL) of sodium carbonate (3.5 g) was added to a THF (200 mL) solution of Intermediate 8 (3.9 g), 3-cyanophenylboronic acid (which may be referred to as sbo1; 1.6 g; WAKO), PdCl2dppf.CH2Cl2 (1.78 g; TCI) at room temperature and the resulting mixture was stirred as it was for 6 and half hours. Ethyl acetate (300 mL), saturated brine, and water were added to extract the reaction mixture, then the organic layer was dried, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (Yamazen; chloroform/methanol) to give the title compound (2.1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299055B2
Source datasetuspto-grants-2012_10
ORD IDord-b53f0c300b9a48ea8bd643ad4de88b8d
Source noteuspto-grants-2012_10