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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1624412Generated: November 1, 2026

Water → HCID 66579249, compound

https://huagongshe.com/reaction/1624412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl azideHCID 12152—
ReactantSodium AscorbateHCID 23667548—
Reactant1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-olHCID 86652411—
CatalystCopper sulfate pentahydrateHCID 24463—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 66579249HCID 66579249—

Reaction Steps

To a solution of 1-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-prop-2-yn-1-ol (Enantiomer A) (0.530 g, 1.81 mmol) in DMSO (4 mL) and H2O (4 mL) was added azidomethyl-benzene (0.242 g, 1.81 mmol), followed by sodium ascorbate (0.036 g, 0.181 mmol) and copper(II) sulfate pentahydrate (0.005 g, 0.018 mmol), and the reaction was stirred overnight. After aqueous workup the crude material was purified by silica gel chromatography (15-100% EtOAc in hexanes) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778983B2
Source datasetuspto-grants-2014_07
ORD IDord-848de323e3424a3baf8bb54c3ac51736
Source noteuspto-grants-2014_07