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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 973521Generated: October 29, 2026

Pyridine → 4-((1R,2S)-1-cyano-2-hexylcyclopropyl)phenyl (S)-4-[4-(2-propoxypropanoyloxy)phenyl]benzoate

https://huagongshe.com/reaction/973521

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantDiethyl EtherHCID 3283—
Reactant(S)-4-[4-(2-propoxypropanoyloxy)phenyl]benzoyl chlorideHCID 14573372—
Reactant(1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropaneHCID 15733984—
SolventDichloromethaneHCID 6344—
Product4-((1R,2S)-1-cyano-2-hexylcyclopropyl)phenyl (S)-4-[4-(2-propoxypropanoyloxy)phenyl]benzoateHCID 1573399346%

Reaction Steps

In 10 ml of dichloromethane were dissolved 83 mg of (S)-4-[4-(2-propoxypropanoyloxy)phenyl]benzoyl chloride and 65 mg of (1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane. To this solution was added 0.5 ml of pyridine. The resulting mixture was stirred for 3 hours under reflux. The reaction mixture was cooled, and then ether was added thereto. The ethanol phase was separated, washed with diluted hydrochloric acid, water, and then saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The solvent was removed by evaporation and the residue was purified by silica gel column chromatography (solvent: hexane/ethyl acetate=5/1). Recrystallization from ethanol afforded, thereby obtaining 61 mg of the desired compound as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05064564
Source datasetuspto-grants-1991_11
ORD IDord-276cbc39877e44178f957c4dbba6edec
Source noteuspto-grants-1991_11