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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1806874Generated: November 1, 2026

(4-Chloro-2-fluoro-phenyl)-acetonitrile → (Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile

https://huagongshe.com/reaction/1806874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Chloro-2-fluoro-phenyl)-acetonitrileHCID 2736569—
ReactantSodium MethoxideHCID 10942334—
Reactant2-[2-(Tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-benzaldehydeHCID 57565916—
SolventMethanolHCID 887—
Product(Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrileHCID 5924924496.5%

Reaction Steps

Step B In a manner similar to the method described in Example 1b, 4-chloro-2-fluorophenylacetonitrile (1.7 g, 10 mmol) was reacted with 2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-benzaldehyde (3.8 g, 12.5 mmol), methanolic solution (25 wt %) of sodium methoxide (2.5 mL, 11 mmol) in methanol (60 mL) at 50° C. for 3 h to give (Z)-3-{2-[2-(tert-butyl-dimethyl-silanyloxy)-ethoxy]-5-chloro-phenyl}-2-(4-chloro-2-fluoro-phenyl)-acrylonitrile as a yellow oil (4.5 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354444B2
Source datasetuspto-grants-2013_01
ORD IDord-f0ac5fe5ccbd4f159c884e93a450c080
Source noteuspto-grants-2013_01