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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806785Generated: October 31, 2026

Potassium Cyanide → 4-Chloro-2-methylbenzeneacetonitrile

https://huagongshe.com/reaction/1806785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CyanideHCID 9032—
Reactant4-Chloro-1-(chloromethyl)-2-methylbenzeneHCID 12822618—
SolventEthanolHCID 702—
Product4-Chloro-2-methylbenzeneacetonitrileHCID 1840993470.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

Step B To a solution of 4-chloro-2-methylbenzyl chloride (5.2 g, 30 mmol) in ethanol (40 mL) was added an aqueous solution (30 mL) of KCN (5 g, 77 mmol) at room temperature. The reaction mixture was then heated at 100° C. for 2 h. The mixture was cooled to room temperature and concentrated. The residue was partitioned between ethyl acetate and water. The organic layer was separated, concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:10, then 1:4) to give 4-chloro-2-methylbenzyl cyanide as a yellow oil (3.5 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-af47db2144e14e4083848c84f1b7a058
Source noteuspto-grants-2013_01