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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176893Generated: October 31, 2026

Dimethylformamide → HCID 67382816, compound

https://huagongshe.com/reaction/2176893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant4-(Chloromethyl)pyridinium chlorideHCID 74570—
ReactantHCID 5088009HCID 5088009—
ProductHCID 67382816HCID 6738281668.1%

Reaction Steps

To a suspension of diethyl methyl malonate (2.41 g, 13.9 mmol) in DMF (50 ml) at 0° C. was added sodium hydride (1.66 g, 41.6 mmol, 60%), followed by adding the compound 4-chloromethylpyridine hydrochloride (2.50 g, 15.2 mmol) and stirred for 16 h at room temperature. The reaction mixture was quenched by acetic acid and the product was extracted with ethyl acetate. The combined ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford 2.50 g (68.1%) of diethyl 2-(1-(pyridin-4-yl)propan-2-yl)malonate as pale brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067888B2
Source datasetuspto-grants-2015_06
ORD IDord-8487880c3f544bad81434e22fefe94a7
Source noteuspto-grants-2015_06