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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731895Generated: October 30, 2026

Malononitrile → 2-((3-Ethoxy-4-methoxyphenyl)(hydroxy)methylene)malononitrile

https://huagongshe.com/reaction/731895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalononitrileHCID 8010—
ReactantSodium hydrideHCID 24758—
Reactant3-Ethoxy-4-methoxybenzoyl chlorideHCID 45081250—
SolventTetrahydrofuranHCID 8028—
Product2-((3-Ethoxy-4-methoxyphenyl)(hydroxy)methylene)malononitrileHCID 86617018—

Reaction Steps

NaH (2.2 g, 56 mmol, 60% dispersion in paraffin oil) was added to a solution of malononitrile (1.85 g, 28 mmol) in THF (30 mL) on ice. 3-ethoxy-4-methoxybenzoyl chloride (25.5 mmol) was dissolved in THF (50 mL) and added the first solution dropwise by syringe at 0° C. The ice was then removed and the reaction was allowed to proceed at RT for 60 min. 1N HCl (100 mL) was added and the solution was extracted three times with EtOAc. The organic phase was dried with MgSO4, filtered, and concentrated in vacuo to give an orange solid that was taken onto the next step without further characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-c5de114e1d7a48d397e34fe97c10474a
Source noteuspto-grants-2009_09