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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454719Generated: October 30, 2026

Acetic Acid → HCID 58508443, compound

https://huagongshe.com/reaction/454719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantMethanolHCID 887—
ReactantHCID 66990236HCID 66990236—
CatalystHCID 178418390HCID 178418390—
SolventChloroformHCID 6212—
ProductHCID 58508443HCID 5850844355.1%

Reaction Conditions

Temperature75 °C

Reaction Steps

To an acetic acid (20 mL) solution of tert-butyl 2-(2-(benzyloxy)-5-(pyridin-4-yl)benzamido)-4-phenylbenzoate (0.77 g), 10% palladium-carbon (0.35 g) was added, followed by stirring under hydrogen pressure (5 kg/cm2) at 70 to 80° C. for 7 hours. The reaction mixture was cooled to room temperature, and acetic acid, methanol, and chloroform were added thereto. The insoluble substance was removed by filtration. The solvent was removed under reduced pressure, and then chloroform and a saturated aqueous solution of sodium bicarbonate were added to the residue. 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. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.36 g of tert-butyl 2-(2-hydroxy-5-(piperidin-4-yl)benzamido)-4-phenylbenzoate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-587d1e16153e4b13940516c308d81542
Source noteuspto-grants-2013_07