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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 973519Generated: October 29, 2026

Pyridine → 4-((1R,2S)-1-cyano-2-hexylcyclopropyl)phenyl 4-(4-octyloxyphenyl)benzoate

https://huagongshe.com/reaction/973519

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDiethyl EtherHCID 3283—
Reactant4-(4-Octyloxyphenyl)benzoyl chlorideHCID 11078473—
Reactant(1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropaneHCID 15733984—
SolventDichloromethaneHCID 6344—
Product4-((1R,2S)-1-cyano-2-hexylcyclopropyl)phenyl 4-(4-octyloxyphenyl)benzoateHCID 1573398636.8%

Reaction Steps

In 8 ml of dichloromethane were dissolved 66 mg of 4-(4-octyloxyphenyl)benzoyl chloride and 36 mg of (1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane as obtained in Example 11. Thereto was added 0.5 ml of pyridine. The resulting mixture was stirred for 8 hours with refluxing, and then cooled. Thereafter, 50 ml of ether was added to the reaction mixture, and the resulting mixture was washed with diluted hydrochloric acid, water, and saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. The solvent was removed by evaporation, and the residue was separated and purified by silica gel column chromatography (solvent: hexane/ethyl acetate=5/1). Thus, 30 mg of the desired compound was obtained as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05064564
Source datasetuspto-grants-1991_11
ORD IDord-4c48fa27c3f242178679f8a9538f3e5d
Source noteuspto-grants-1991_11