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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542691Generated: October 25, 2026

Fusaric Acid → 3-Fluoro-4cyanophenyl 5-n-butylpicolinate

https://huagongshe.com/reaction/542691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFusaric AcidHCID 3442—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2-Fluoro-4-hydroxybenzonitrileHCID 2734675—
SolventDichloromethaneHCID 6344—
Product3-Fluoro-4cyanophenyl 5-n-butylpicolinateHCID 1370989710%

Reaction Steps

5-n-butyl picolinic acid (1.8 g) and 3-fluoro-4-cyanophenol (1.4 g) were dissolved in methylene chloride (30 ml). While the resulting solution was kept at 0° C. or lower, a solution (20 ml) of dicyclohexylcarbodimide (2.1 g) in methylene chloride was dropped to the above solution, followed by further agitating for 3 hours, filtering off the resulting solids, adding 2N-NaOH aqueous solution to the filtrate, separating the methylene chloride layer, washing it with water till the washing water became neutral, distilling off the solvent from the methylene chloride layer and recrystallizing the residue from ethanol to obtain the objective 3-fluoro-4cyanophenyl 5-n-butylpicolinate (0.3 g) having a m.p. of 45.1°-46.1° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04659500
Source datasetuspto-grants-1987_04
ORD IDord-4271be2515944a68886db3f4397c44fb
Source noteuspto-grants-1987_04