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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1669323Generated: November 1, 2026

Ethyl Acetate → 3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl ester

https://huagongshe.com/reaction/1669323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTributylphosphineHCID 13831—
ReactantMethyl 3-fluoro-4-hydroxybenzoateHCID 7019368—
Reactant1-[6-(4-Trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-olHCID 59729426—
SolventTolueneHCID 1140—
Product3-Fluoro-4-{1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptyloxy}-benzoic acid methyl esterHCID 6734203757%

Reaction Steps

Combine 1-[6-(4-trifluoromethyl-phenyl)-pyridin-3-yl]-heptan-1-ol (0.050 g, 0.15 mmol) and 3-fluoro-4-hydroxy-benzoic acid methyl ester (0.030 g, 0.18 mmol) in toluene (0.5 mL). Add 1,1′-(diazocarbonyl)dipiperidine (0.057 g, 0.23 mmol) followed by tributyl-phosphine (0.06 mL, 0.23 mmol) under inert atmosphere. Stir at room temperature for 16 hours. Dilute reaction with ethyl acetate filter and remove solvent under reduced pressure. Purify on silica gel chromatography (0-40% ethyl acetate/hexane gradient) to provide 0.04 g of title compound (57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07989457B2
Source datasetuspto-grants-2011_08
ORD IDord-2f5d59a80d184d05a9a70aca7a3be0b1
Source noteuspto-grants-2011_08