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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 983410Generated: October 30, 2026

Sodium Carbonate → HCID 69355460, compound

https://huagongshe.com/reaction/983410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant18-Crown-6HCID 28557—
ReactantPotassium AcetateHCID 517044—
Reactant5-(4-Cyano-3-fluoro-phenyl)-nicotinic acid ethyl esterHCID 69357950—
SolventAcetonitrileHCID 6342—
ProductHCID 69355460HCID 69355460—

Reaction Steps

A mixture of 5-(4-cyano-3-fluoro-phenyl)-nicotinic acid ethyl ester from Example 1a, potassium acetate (2 equiv.), and 18-crown-6 ether (2 equiv.) in MeCN is heated at reflux in 36 h. The mixture is cooled, aqueous sodium carbonate is added and stirred at room temperature overnight. The mixture was extracted with ether (discarded). The aqueous layer is neutralized with 1N HCl, extracted with EtOAc, dried over MgSO4, and concentrated. Purification by flash column chromatography gives 5-(4-cyano-3-hydroxy-phenyl)-nicotinic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06864267B2
Source datasetuspto-grants-2005_03
ORD IDord-64ad88f3e4ab4e33b10a215e3ed424f0
Source noteuspto-grants-2005_03