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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909008Generated: October 26, 2026

3-Chloro-2-fluorobenzaldehyde → (Z)-3-(3-Chloro-2-fluoro-phenyl)-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile

https://huagongshe.com/reaction/909008

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-2-fluorobenzaldehydeHCID 736335—
Reactant(4-Chloro-2-fluoro-phenyl)-acetonitrileHCID 2736569—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product(Z)-3-(3-Chloro-2-fluoro-phenyl)-2-(4-chloro-2-fluoro-phenyl)-acrylonitrileHCID 5924962986%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of 4-chloro-2-fluorophenylacetonitrile (Matrix) (5 g, 30 mmol) and 3-chloro-2-fluorobenzaldehyde (Oakwood) (5 g, 32 mmol) in methanol (200 mL) was slowly added a methanolic solution (Aldrich, 25 wt. %) of sodium methoxide (21 mL, 92 mmol). The reaction mixture was heated and stirred at 45° C. for 5 h. The mixture was cooled to room temperature and filtered. The white precipitate was washed with water, cold methanol, and then dried under reduced pressure to afford (Z)-3-(3-chloro-2-fluoro-phenyl)-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile as a white powder (8 g, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017607B2
Source datasetuspto-grants-2011_09
ORD IDord-fc0bdd1f5b074576868d54e81e4c2516
Source noteuspto-grants-2011_09