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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277020Generated: October 26, 2026

Methanol → 3-(2-Propyl-pyridin-4-yl)-acrylonitrile

https://huagongshe.com/reaction/277020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
Reactant(Cyanomethyl)triphenylphosphonium chlorideHCID 197040—
Reactant2-Propyl-4-pyridinecarboxaldehydeHCID 22629663—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product3-(2-Propyl-pyridin-4-yl)-acrylonitrileHCID 7008718846.8%

Reaction Steps

To a suspension of 1.39 g (0.03 mol) sodiumhydride in 40 ml tetrahydrofurane and 40 ml dimethylformamide were added 10.13 g (0.03 mol) (cyanomethyl)triphenylphosphonium chloride. After sirring for 1 hour at room temperature a solution of 4.48 g (0.03 mol) 2-propyl-4-pyridinecarboxaldehyde in 15 ml tetrahydrofuran were added and stirring was continued for 15 hours. Then 10 ml methanol were added) the solvents were evaporated and the residue chromatographed on aluminiumoxide with dichloromethane to yield 2.42 g 3-(2-propyl-pyridin-4-yl)-acrylonitrile as yellow oil. MS m/e (%): 173 (M+H+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355653B1
Source datasetuspto-grants-2002_03
ORD IDord-eb89275c9cdb42e8abfba864d3e39d48
Source noteuspto-grants-2002_03