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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43734Generated: October 29, 2026

Pyridine → HCID 86648683, compound

https://huagongshe.com/reaction/43734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantAcetic AnhydrideHCID 7918—
ReactantTert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylateHCID 11425480—
SolventEthyl AcetateHCID 8857—
ProductHCID 86648683HCID 8664868383%

Reaction Steps

A mixture of tert-butyl 3-hydroxy-4,4-dimethoxypiperidine-1-carboxylate [synthesized by the method described in Tetrahedron Lett., 46(3), 447-450 (2005)] (10 g, 38.3 mmol), pyridine (100 mL) and acetic anhydride (18.1 mL, 192 mmol) was stirred at 70° C. overnight. The reaction solution was cooled to room temperature, diluted with ethyl acetate, washed with 1 N hydrochloric acid and brine, and dried over magnesium sulfate. Thereafter, the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (Elution solvent: hexane/ethyl acetate=4/1) to obtain 9.65 g of the title compound as a colorless oil (83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-656e53fa062d4a9c93f7a2d43894e891
Source noteuspto-grants-2013_09