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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454533Generated: October 30, 2026

Citric Acid → HCID 58508681, compound

https://huagongshe.com/reaction/454533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 66990217HCID 66990217—
SolventEthyl AcetateHCID 8857—
ProductHCID 58508681HCID 5850868124.6%

Reaction Conditions

Temperature52.5 °C

Reaction Steps

Dioxane (4.0 mL) and a 4 mol/L aqueous solution of sodium hydroxide (0.25 mL) were added to the obtained tert-butyl 2-(2-acetoxy-5-(piperidin-1-yl)benzamido)-4-(2-methoxyphenyl)benzoate (0.11 g), followed by stirring at 50 to 55° C. for 2 hours. The reaction mixture was cooled to room temperature, and a 10% aqueous solution of citric acid and ethyl acetate were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 95-60% hexane/ethyl acetate] to obtain 0.025 g of tert-butyl 2-(2-hydroxy-5-(piperidin-1-yl)benzamido)-4-(2-methoxyphenyl)benzoate as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-7f3898f21d75487c8d915205412fce88
Source noteuspto-grants-2013_07