Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1277988Generated: November 1, 2026

Water → HCID 54064235, compound

https://huagongshe.com/reaction/1277988

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant4-Fluoro-3-phenoxybenzaldehydeHCID 110068—
ReactantHCID 54563404HCID 54563404—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 54064235HCID 5406423570.3%

Reaction Steps

4.32 g (0.02 mol) of 3-phenoxy-4-fluoro-benzaldehyde and 6.96 g (0.02 mol) of 2,2-dimethyl-3-(2-bromo-2-(4-chlorophenyl)-vinyl)-cyclopropanecarboxylic acid chloride were together added dropwise to a mixture of 1.6 g of sodium cyanide, 2.5 ml of water, 100 ml of n-hexane and 0.5 g of tetrabutylammonium bromide at 20°-25° C., while stirring, and the mixture was then stirred at 20°-25° C. for 4 hours. 300 ml of toluene were then added to the reaction mixture and the mixture was extracted by shaking twice with 300 ml of water each time. The organic phase was separated off and dried over magnesium sulphate and the solvent was distilled off under a waterpump vacuum. Last residues of solvent were removed by brief incipient distillation at a bath temperature of 60° C./1 mm Hg. 7.8 g (70.3% of theory) of 2,2-dimethyl-3-(2-bromo-2-(4-chloro-phenyl)-vinyl)-cyclopropanecarboxylic acid 3-phenoxy-4-fluoro-α-cyano-benzyl ester were obtained as a viscous oil. The structure was confirmed by the 1H-NMR spectrum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04279920
Source datasetuspto-grants-1981_07
ORD IDord-55975649e6a3405fb7c963e980b7757d
Source noteuspto-grants-1981_07