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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111795Generated: October 29, 2026

Dimethyl Sulfoxide → 2-(4-Methyl-phenoxy)-5-methyl-phenylacetonitrile

https://huagongshe.com/reaction/1111795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium CyanideHCID 8929—
Reactant3-Chloromethyl-4-(4-methyl-phenoxy)-tolueneHCID 22767925—
SolventWaterHCID 962—
Product2-(4-Methyl-phenoxy)-5-methyl-phenylacetonitrileHCID 54300853—

Reaction Conditions

Temperature36 °C

Reaction Steps

A solution of 108 g. of 3-chloromethyl-4-(4-methyl-phenoxy)-toluene in 70 ml. of dimethylsulfoxide is added dropwise at 20°-25° C. to a suspension of 23 g. of sodium cyanide in 35 ml. of dimethylsulfoxide. The mixture is subsequently stirred for 4 hours at 36° C., then diluted with 1 liter of water and extracted three times with benzene. The benzene extracts are washed three times with water, then dried over sodium sulfate and evaporated in vacuo, and there is obtained crude 2-(4-methyl-phenoxy)-5-methyl-phenylacetonitrile as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04118572
Source datasetuspto-grants-1978_10
ORD IDord-30d070ebd3414a89b0e418f5fea9bb16
Source noteuspto-grants-1978_10