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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806677Generated: November 1, 2026

3-Chlorobenzaldehyde → m-Chlorobenzylidene-p-chlorophenylacetonitrile

https://huagongshe.com/reaction/1806677

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-ChlorobenzaldehydeHCID 11477—
ReactantSodium HydroxideHCID 14798—
Reactant4-Chlorobenzyl cyanideHCID 241582—
SolventIsopropanolHCID 3776—
Productm-Chlorobenzylidene-p-chlorophenylacetonitrileHCID 912043850.8%

Reaction Steps

Method A To a solution of 4-chlorobenzyl cyanide (5.62 g, 4.00 mmol) and 3-chloro-benzaldehyde (Aldrich) (6.06 g, 4.00 mmol) in iPrOH (250 mL) was added 4 N NaOH (5 mL) dropwise at rt and the reaction mixture was stirred at rt for 10 min to give a white suspension. The solid was filtered and washed with water and iPrOH and then dried overnight in vacuum to give (Z)-3-(3-chloro-phenyl)-2-(4-chloro-phenyl)-acrylonitrile (9.33 g, 85.1%) as a white powder which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-fa533b3d111442fca83986fd77611a59
Source noteuspto-grants-2013_01