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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47311Generated: October 25, 2026

Ethyl Acetate → tert-butyl 4-hydroxy-4-(1H-1-imidazolylmethyl)-1-piperidinecarboxylate

https://huagongshe.com/reaction/47311

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 22135564—
ReactantImidazole sodiumHCID 57373095—
SolventDimethylformamideHCID 6228—
Producttert-butyl 4-hydroxy-4-(1H-1-imidazolylmethyl)-1-piperidinecarboxylateHCID 2274447487.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

4.25 g of tert-butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate was dissolved in 30 ml dimethylformamide, 5.38 g of sodium imidazole was added thereto, and the mixture was stirred at 60° C. for 3 hr and 40 min. After cooling, ethyl acetate was added to the reaction solution, and it was washed with water for 3 times and then with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was evaporated and subjected to silica gel column chromatography to give 4.93 g of tert-butyl 4-hydroxy-4-(1H-1-imidazolylmethyl)-1-piperidinecarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699870B2
Source datasetuspto-grants-2004_03
ORD IDord-635d4e8135284b9c843e3b279e4f9469
Source noteuspto-grants-2004_03