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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514865Generated: October 28, 2026

Acetic Anhydride → HCID 90419021, compound

https://huagongshe.com/reaction/514865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant2-DimethylaminopyridineHCID 21885—
ReactantTert-butyl 4-allyl-4-hydroxypiperidine-1-carboxylateHCID 21955339—
SolventDichloromethaneHCID 6344—
ProductHCID 90419021HCID 9041902182.7%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of tert-butyl 4-allyl-4-hydroxypiperidine-1-carboxylate (3.7 g, 14.51 mmol) in dichloromethane (20 mL) was treated with dimethylaminopyridine (1.8 g, 14.51 mmol), acetic anhydride (4.1 mL, 43.53 mmol) and triethylamine (6.1 mL, 43.53 mmol), and was stirred overnight at 20° C. The solvent was removed under reduced pressure and the residue was partitioned between water and ethyl acetate. The aqueous layer was extracted twice with ethyl acetate. Combined organic extracts were washed with water, dried (Na2SO4) and filtered. The filtrate was concentrated under reduced pressure, and purified by a standard method to provide the title compound 44B (3.4 g). LC-MS: m/z 284.4 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108921B2
Source datasetuspto-grants-2015_08
ORD IDord-0c6d5ea03c814fc5a27b8839d9fbb9ed
Source noteuspto-grants-2015_08