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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261723Generated: November 2, 2026

Piperidine → Isonicotinic Acid

https://huagongshe.com/reaction/261723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantHCID 19791021HCID 19791021—
ReactantHCID 178418416HCID 178418416—
CatalystIodic acid (HIO3), magnesium salt (2:1)HCID 165645—
CatalystCarbonic acid, nickel(2+) salt (2:1)HCID 13644056—
ProductIsonicotinic AcidHCID 5922—

Reaction Steps

A 100-ml. inner capacity stainless steel autoclave of a shaker type is charged with 22.0 grams (0.179 mol) of 4-pyridyl formate. Further piperidine of 1.0 mol as solvent and nickel bicarbonate of 0.045 mol and magnesium iodate of 0.050 mol as catalyst, are added thereto per mol of starting formic acid ester. Carbon monoxide is introduced into the autoclave under pressure. The reaction is conducted for 2.0 hours at 260° C. and 500 kg./cm.2 gauge. After termination of the reaction, the autoclave is cooled and the reaction product is taken away therefrom. The unreacted 4-pyridyl formate is distilled off. Further distillation of the remaining liquor gives pyridine-4-carboxylic acid in a yield of 4.43 grams (0.036 mol) corresponding to a conversion of 20.1% based on the starting formic acid ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE029981
Source datasetuspto-grants-1979_05
ORD IDord-e15d31e6352f4d41a3fa375f44e3f5bd
Source noteuspto-grants-1979_05