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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523504Generated: November 3, 2026

Oxalic Acid → HCID 59226538, compound

https://huagongshe.com/reaction/1523504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 59226427HCID 59226427—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 59226538HCID 5922653898%

Reaction Steps

To a solution of methyl 5-fluoro-6-(1,4-dioxaspiro[4.5]decan-8-yl)picolinat (1.0 equiv.) in acetone and water (1:1, 0.04 M) was added oxalic acid dehydrate (2.0 equiv.) and the reaction mixture was stirred for 3 days. The solution was then neutralized by the addition of solid NaHCO3, the mixture was added to ethyl acetate and brine, the organic phase was dried over magnesium sulfate, filtered, and concentrated. Methyl 5-fluoro-6-(4-oxocyclohexyl)picolinate was obtained in 98% yield. LC/MS=252.1 (M+H), Rt=0.68 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079889B2
Source datasetuspto-grants-2015_07
ORD IDord-15b1ed1c97804f7c8f031ec80cada326
Source noteuspto-grants-2015_07