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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653803Generated: November 1, 2026

Hydrochloric Acid → Diethyl bis(2-cyanoethyl)propanedioate

https://huagongshe.com/reaction/653803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantDiethyl MalonateHCID 7761—
ReactantAcrylonitrileHCID 7855—
Solvent1,4-DioxaneHCID 31275—
ProductDiethyl bis(2-cyanoethyl)propanedioateHCID 74046100%

Reaction Steps

To a solution of diethyl malonate (81 g) in 100 g of 1,4-dioxane containing Triton B (10g of 40% methanol solution) was added dropwise acrylonitrile (55 g) in a period of 30 minutes. The reaction is highly exothermic, and the temperature was controlled at 30°-40° C. by means of a water bath. The reaction mixture was stirred overnight, and later poured into 600 ml of ice-water containing hydrochloric acid (5 ml of conc. HCl). The white precipitate formed was collected by filtration and washed with water. The crude product (m.p. 61°-63° C., 100% yield) was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05128466
Source datasetuspto-grants-1992_07
ORD IDord-63bc150a7e1246b482d7e6feac6265f4
Source noteuspto-grants-1992_07