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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 731842Generated: October 31, 2026

Hydrochloric Acid → 2-((3-Fluoro-5-methoxyphenyl)(methoxy)methylene)malononitrile

https://huagongshe.com/reaction/731842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMalononitrileHCID 8010—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant3-Fluoro-5-methoxybenzoyl chlorideHCID 86617014—
Product2-((3-Fluoro-5-methoxyphenyl)(methoxy)methylene)malononitrileHCID 86617015—

Reaction Steps

A solution of malononitrile (2.87 g, 0.044 mmol) in dry THF (50 ml) was stirred at 0° C. under an argon atmosphere. NaH in paraffin oil (4.64 g, 0.116 mol) was added piece-wise to solution. 3-fluoro-5-methoxybenzoyl chloride (BA67, 0.029 mol) was dissolved in 50 ml dry THF and added slowly to reaction. Reaction was warmed to room temperature and stirred under argon for 24 hours. 1N HCl (200 ml) was slowly added, then reaction mixture was extracted with EtOAc. Organic phases were combined, dried with magnesium sulfate, then concentrated in vacuo to yield 2-((3-fluoro-5-methoxyphenyl)(methoxy)methylene)malononitrile (BA69).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07585868B2
Source datasetuspto-grants-2009_09
ORD IDord-437f6b83268f41ac96300a835cd70b5e
Source noteuspto-grants-2009_09