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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38669Generated: October 25, 2026

Acetone → 4-(3-Oxobutenyl)-benzonitrile

https://huagongshe.com/reaction/38669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant4-CyanobenzaldehydeHCID 66042—
SolventWaterHCID 962—
Product4-(3-Oxobutenyl)-benzonitrileHCID 5389038349.25%

Reaction Conditions

Temperature14 °C

Reaction Steps

Water (150 ml) and 10% NaOH aqueous solution (4.5 ml) were added under vigorous stirring to a solution of 4-cyanobenzaldehyde (7.0 g, 80.6 mmol) in acetone (40 ml) and water(25 ml). The reaction mixture was stirred at 14° C. for 8 hr, after the reaction completed, the reaction mixture was neutralized with 6N hydrochloric acid to adjust pH=7-8.The precipitated separated solid was collected by filtration and dried, then recrystallized from anhydrous ethanol to give 4.8 g of crystals in needles, mp: 102-103° C., yield: 49.25%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524744B2
Source datasetuspto-grants-2013_09
ORD IDord-ecc8e11949d745ed975edc16bd2e9197
Source noteuspto-grants-2013_09