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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398139Generated: October 27, 2026

Acrylonitrile → Diethyl (2-cyanoethyl)(3,4-difluorophenyl)propanedioate

https://huagongshe.com/reaction/1398139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcrylonitrileHCID 7855—
ReactantAmmonium ChlorideHCID 25517—
ReactantSodium ethoxideHCID 2723922—
ReactantDiethyl 3,4-difluorophenylmalonateHCID 19767513—
Solventtert-ButanolHCID 6386—
ProductDiethyl (2-cyanoethyl)(3,4-difluorophenyl)propanedioateHCID 66608241—

Reaction Conditions

Temperature40 °C

Reaction Steps

Under an argon atmosphere, sodium ethoxide (20% ethanol solution, 1.7 g) was added to a mixture of diethyl (3,4-difluorophenyl)propanedioate (13.8 g) in tert-butylalcohol (50 mL) at room temperature, and the mixture was stirred at 40° C. for 30 min. Acrylonitrile (3.34 mL) was added to the reaction mixture at room temperature, and the mixture was stirred at room temperature overnight. Saturated aqueous ammonium chloride solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (15.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901309B2
Source datasetuspto-grants-2014_12
ORD IDord-ed8f84c6d80d48699fed7f146f08fbba
Source noteuspto-grants-2014_12