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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447442Generated: November 1, 2026

Water → HCID 54440363, compound

https://huagongshe.com/reaction/1447442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant4-Fluoro-3-phenoxybenzaldehydeHCID 110068—
ReactantHCID 53824254HCID 53824254—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 54440363HCID 5444036362.6%

Reaction Steps

4.32 g (0.02 mol) of 3-phenoxy-4-fluoro-benzaldehyde and 7.1 g (0.02 mol) of 2,2-dimethyl-3-(2-chloro-2-(4-trifluoromethoxy-phenyl)-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 subsequently added, and the reaction 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 g (62.6% of theory) of 2,2-dimethyl-3-(2-chloro-2-(4-trifluoromethoxy-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 numberUS04316913
Source datasetuspto-grants-1982_02
ORD IDord-9d9027b1e39f42d59851176312498eba
Source noteuspto-grants-1982_02