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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 238008Generated: October 30, 2026

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

https://huagongshe.com/reaction/238008

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 mol) 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 numberUS08642604B2
Source datasetuspto-grants-2014_02
ORD IDord-700954be4c8a4a078efc4b5c2740170f
Source noteuspto-grants-2014_02