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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975470Generated: October 26, 2026

Water → 2-(2-Methylpyridin-3-yl)acetonitrile

https://huagongshe.com/reaction/1975470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
Reactant3-(Chloromethyl)-2-methylpyridineHCID 12243711—
SolventDimethyl SulfoxideHCID 679—
Product2-(2-Methylpyridin-3-yl)acetonitrileHCID 1909928688.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

The mixture of 3-chloromethyl-2-methylpyridine (9.2 g) and sodium cyanide (9.55 g) in dimethyl sulfoxide (80 ml) was stirred for 30 minutes at 80° C. The reaction mixture was poured into a mixture of water (200 ml) and ethyl acetate (1 l). Organic layer was separated, washed with brine and dried over magnesium sulfate. Concentration of the solvent gave a residue, which was chromatographed on silica gel (300 ml) eluting with a mixture of hexane and ethyl acetate (1:4, V/V) to give 3-cyanomethyl-2-methylpyridine (7.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05286721
Source datasetuspto-grants-1994_02
ORD IDord-3e079fd07c8f4cf88dcd47c3657d7347
Source noteuspto-grants-1994_02