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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749597Generated: November 1, 2026

Hydrochloric Acid → HCID 11075305, compound

https://huagongshe.com/reaction/749597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-ChlorobenzalmalononitrileHCID 15847—
ReactantHCID 178418365HCID 178418365—
SolventTetrahydrofuranHCID 8028—
SolventCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
ProductHCID 11075305HCID 1107530552%

Reaction Steps

First, 1.02 g of (4-chlorobenzylidene)malononitrile was dissolved in 20 ml of tetrahydrofuran, to which a catalytic amount of copper (I) iodide was added, and while stirring under ice cooling, a solution of isopropyl magnesium bromide in tetrahydrofuran (prepared from 0.34 g of magnesium, 10 ml of tetrahydrofuran, and 1.46 ml of isopropyl bromide) was added dropwise, followed by stirring for 30 minutes under ice cooling. Then, 10% hydrochloric acid was added to the reaction mixture, which became acidic and was extracted with ethyl ether. The organic layer was successively washed with 10% hydrochloric acid, a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.66 g of (1-(4-chlorophenyl)-2-methylpropyl)malononitrile (the intermediate (3)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402691B2
Source datasetuspto-grants-2008_07
ORD IDord-ad0ec5f19fc54c8b9bd10f11159bc849
Source noteuspto-grants-2008_07