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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2058670Generated: November 1, 2026

Water → HCID 12884350, compound

https://huagongshe.com/reaction/2058670

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant4-Fluoro-3-phenoxybenzaldehydeHCID 110068—
Reactant2,2,3,3-Tetramethylcyclopropane-1-carbonyl chlorideHCID 11041002—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 12884350HCID 12884350786%

Reaction Steps

5 g (0.0232 mol) of 3-phenoxy-4-fluoro-benzaldehyde and 3.72 g (0.0232 mol) of 2,2,3,3-tetramethylcyclopropanecarboxylic acid chloride were together added dropwise to a mixture of 1.8 g of sodium cyanide, 2.7 ml of water, 100 ml of n-hexane and 0.6 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 twice by shaking 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. 67 g (78.7% of theory) of 2,2,3,3-tetramethylcyclopropanecarboxylic acid α-cyano-3-phenoxy-4-fluoro-benzyl ester were obtained as a yellow oil with a refractive index nD24 of 1.5732.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04318922
Source datasetuspto-grants-1982_03
ORD IDord-485062c2b53e4c358dde15565790cc9e
Source noteuspto-grants-1982_03