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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377514Generated: October 27, 2026

Ethanol → 2-Chloro-3-cyanobenzaldehyde

https://huagongshe.com/reaction/1377514

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium ChlorideHCID 5234—
Reactant2-Chloro-3-(dibromomethyl)benzonitrileHCID 22914937—
CatalystSilver NitrateHCID 24470—
SolventWaterHCID 962—
Product2-Chloro-3-cyanobenzaldehydeHCID 11961703—

Reaction Conditions

Temperature60 °C

Reaction Steps

The crude product of the compound from Example II is dissolved in 1.5 l of 95% ethanol and warmed to 60° C. A solution of 186 g (1.1 mol) of silver nitrate in 380 ml of water which has been mixed with 750 ml of ethanol is rapidly added dropwise thereto at this temperature. After addition is complete, the mixture is subsequently stirred for one hour and then mixed with 50 ml of saturated sodium chloride solution. After cooling, the silver salts are filtered off and the filtrate is concentrated. The residue is taken up in methylene chloride and purified by filtration through a short silica gel column (eluent: dichloromethane). After concentrating the product fractions, 88 g (81%) of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665740
Source datasetuspto-grants-1997_09
ORD IDord-85f4729a64664e61a81178957e65d87a
Source noteuspto-grants-1997_09