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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593353Generated: October 30, 2026

Ethanol → (4-Vinylphenyl)acetonitrile

https://huagongshe.com/reaction/1593353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactantp-Vinylbenzyl chlorideHCID 74126—
SolventDiethyl EtherHCID 3283—
Product(4-Vinylphenyl)acetonitrileHCID 3944539—

Reaction Conditions

Temperature40 °C

Reaction Steps

As shown in the following Reaction 1a, 49.01 g of sodium cyanide (NaCN), 70.07 g of water and 50.96 g of ethanol were added into a 500 ml 4-neck flask equipped with a mechanical stir, and the temperature of the solution was elevated to 60° C. to completely dissolve NaCN. To the solution, 87.50 g of 4-chloromethylstyrene was slowly added and the reaction was carried out for 3 hours at the temperature of 60-70° C. After completion of the reaction, the solution was cooled to 40° C., 100 g of diethylether was added to the solution, and the diethylether layer was separated. The separated organic layer was extracted with 300 g of water three times. The water layer was extracted with 50 g of diethylether and the diethylether extract was added to the organic layer. The separated organic layer was dried with magnesium sulfate for one day, and then the organic solvent was removed using an evaporator to obtain 4-cyanomethylstyrene of deep purple color. The yield of the product was 80%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07297463B2
Source datasetuspto-grants-2007_11
ORD IDord-5de0b74dcdc14fd484c2f719fabc7930
Source noteuspto-grants-2007_11