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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984709Generated: November 1, 2026

Water → N-(4-(hydroxymethyl)pyridin-2-yl)acetamide

https://huagongshe.com/reaction/1984709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant4-Acetoxymethyl-2-acetylaminopyridineHCID 23150881—
SolventTetrahydrofuranHCID 8028—
ProductN-(4-(hydroxymethyl)pyridin-2-yl)acetamideHCID 2315111486%

Reaction Steps

4-Acetoxymethyl-2-acetylaminopyridine (Reference compound No. 11-1, 6.6 g, 32 mmol) was dissolved in tetrahydrofuran (20 mL), and 2N aqueous sodium hydroxide solution (19 mL, 38 mmol) was added dropwise thereto under ice-cooling. The mixture was stirred for 40 minutes at room temperature, and water (100 mL) was added thereto. The whole was extracted with ethyl acetate (80 mL) six times, and then the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting solid was filtered off with the mixed solvent of ethyl acetate and hexane, and then the solid was dried under reduced pressure at 40° C. to give 4.5 g of the title reference compound as a colorless solid. (Yield 86%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544703B2
Source datasetuspto-grants-2009_06
ORD IDord-58ccb91b03064efaadb45e0d6d617f8a
Source noteuspto-grants-2009_06