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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2261355Generated: October 25, 2026

Hydrochloric Acid → {1-[5-(1-Hydroxy-1-methylethyl)-isoxazol-3-yl]propyl}malononitrile

https://huagongshe.com/reaction/2261355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant{[5-(1-Hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrileHCID 57736335—
ReactantHCID 178418443HCID 178418443—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTetrahydrofuranHCID 8028—
Solvent1,4-DioxaneHCID 31275—
Product{1-[5-(1-Hydroxy-1-methylethyl)-isoxazol-3-yl]propyl}malononitrileHCID 57736323—

Reaction Steps

1.02 g of {[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]methylidene}malononitrile was dissolved in 50 ml of 1,4-dioxane. Thereto, 0.05 g of copper(I) iodide was added and ml of a 3 M solution of ethylmagnesium bromide in tetrahydrofuran was then added under ice-cooling. The mixture was stirred for 1 hour under ice-cooling. The reaction mixture was added to 0.1 M hydrochloric acid and then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.40 g of {1-[5-(1-hydroxy-1-methylethyl)-isoxazol-3-yl]propyl}malononitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846956B2
Source datasetuspto-grants-2010_12
ORD IDord-5b357c6b1ba543b797b63f293d956a8f
Source noteuspto-grants-2010_12