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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166730Generated: October 31, 2026

Water → HCID 131713017, compound

https://huagongshe.com/reaction/2166730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantBenzeneacetonitrile, alpha-hydroxy-3-phenoxy-, (alphaS)-HCID 93218—
ReactantHCID 131713015HCID 131713015—
SolventTolueneHCID 1140—
ProductHCID 131713017HCID 13171301792%

Reaction Steps

2.25 g (0.01 mol) of 3-phenoxy-α-cyanobenzyl alcohol and 4.63 g (0.01 mol) of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethyl-cyclo-propane-1-(R,S)-carboxylic acid chloride were dissolved in 100 ml of anhydrous toluene, and 0.8 g (0.01 mol) of pyridine, dissolved in 200 ml of toluene, was added dropwise at 25°-30° C., while stirring. The reaction mixture was then stirred for a further 3 hours at 25° C. It was poured into 150 ml of water and the organic phase was separated off and washed again with 100 ml of water. The toluene phase was then dried over sodium 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. 6 g (92% of theory) of trans-3-(2-chloro-2-(4-chloro-phenyl)-1,2-dibromoethyl)-2,2-dimethylcyclopropane-1-(R,S)-carboxylic acid α-(R,S)-cyano-3-phenoxy-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 numberUS04388322
Source datasetuspto-grants-1983_06
ORD IDord-ffdc85a0928b42fbad2d4e6c03a8fa65
Source noteuspto-grants-1983_06