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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 894579Generated: October 29, 2026

Water → HCID 53844947, compound

https://huagongshe.com/reaction/894579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant4-Fluoro-3-phenoxybenzaldehydeHCID 110068—
ReactantHCID 54515456HCID 54515456—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 53844947HCID 5384494776%

Reaction Steps

8.1 g (0.03 mole) of 3-(2-chloro-2-phenyl-vinyl)-2,2-dimethyl-cyclopropane-carboxylic acid chloride and 6.5 g (0.03 mole) of 4-fluoro-3-phenoxy-benzaldehyde are added dropwise to a mixture of 2.25 g of sodium cyanide, 3.5 ml of water, 150 ml of n-hexane and 0.75 g of tetrabutylammonium bromide at 20° to 25° C., whilst stirring. The reaction mixture is then stirred at 20° to 25° C. for 4 hours and is subsequently diluted with 300 ml of toluene and washed twice with 300 ml of water each time. The organic phase is dried over magnesium sulphate and the solvent is distilled off under a waterpump vacuum. Last residues of solvent are removed by brief incipient distillation at 60° C./1 mbar. 10.8 g (76% of theory) of 3-(2-chloro-2-phenyl-vinyl)-2,2-dimethyl-cyclopropanecarboxylic acid 4-fluoro-3-phenoxy-α-cyano-benzyl ester are obtained as a viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04284645
Source datasetuspto-grants-1981_08
ORD IDord-00e295bd004548a296bb368e02d04843
Source noteuspto-grants-1981_08