Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412337Generated: October 31, 2026

Water → HCID 86739863, compound

https://huagongshe.com/reaction/2412337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
Reactant6-Phenoxypyridine-2-carbaldehydeHCID 12941006—
Reactantrel-(1R,3R)-3-[(1Z)-2-Chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropanecarbonyl chlorideHCID 44152741—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 86739863HCID 8673986377%

Reaction Steps

6.7 g (0.02 mol) of (±)-trans-Z-3-(2-chloro-2-(4-chloro-phenyl)-vinyl)-2,2-dimethyl-1-cyclopropanecarboxylic acid-chloride, dissolved in 10 ml of n-hexane, were added dropwise to a mixture of 40 ml of n-hexane, 1.5 g of sodium cyanide, 2 ml of water, 3.98 g (0.02 mol) of 2-formyl-6-phenoxy-pyridine and 0.5 g of tetrabutylammonium bromide at 20° to 25° C., while stirring, and the mixture was then stirred for 4 hours at 20° to 25° C. 100 ml of toluene were then added to the reaction mixture, and the latter was extracted by shaking twice with 60 ml of water. The organic phase was separated off and dried over magnesium sulphate, and the solvent was distilled off in a water jet vacuum. The last solvent residues were removed by incipient distillation for a short time at a bath temperature of 60° C./1 mm Hg. 6.4 g (77 % of theory) of cyano-(6-phenoxy-2-pyridinyl)-methyl (±)-trans-Z-3-(2-chloro-2-(4-chloro-phenyl)-vinyl)-2,2-dimethyl-cyclopropanecarboxylate were obtained as a viscous yellow oil. The structure was established by the 1H-NMR spectrum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04491585
Source datasetuspto-grants-1985_01
ORD IDord-4533f43dca4a4749b24540cfbee84d36
Source noteuspto-grants-1985_01