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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352725Generated: October 31, 2026

Citric Acid → HCID 22710247, compound

https://huagongshe.com/reaction/352725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 22709700HCID 22709700—
Solvent1-ButanolHCID 263—
SolventMethanolHCID 887—
ProductHCID 22710247HCID 2271024750.1%

Reaction Steps

At room temperature, methyl 4-[2-(tert-butoxycarbonylamino)pyridin-5-yl]benzoate (250 mg) was suspended in a mixed solvent of tetrahydrofuran (10 ml) and methanol (10 ml), followed by the addition of a 1N aqueous sodium hydroxide solution (8 ml). The resulting mixture was stirred for 5 hours. The reaction mixture was made weakly acidic with an aqueous citric acid solution, followed by the addition of saturated saline and n-butanol to separate the organic layer. The organic layer was then dried over anhydrous magnesium sulfate. The solvent was distilled off, whereby the title compound (120 mg, 49%) was obtained as a crude purified product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06747023B1
Source datasetuspto-grants-2004_06
ORD IDord-735e703b76214f43854957c20b06e8e5
Source noteuspto-grants-2004_06