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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970367Generated: October 29, 2026

Chlorotrimethylsilane → tert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/970367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylateHCID 10778540—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 4-oxo-piperidine-1-carboxylic acid tert-butyl ester (1 equiv.) in DMF is added TMSCl (1.5 equiv.) and triethylamine (1.5 equiv.) and the reaction solution is heated at 80° C. After 3 hrs the reaction is allowed to cool to RT and the DMF is removed in vacuo. The remaining residue is dissolved in CH2Cl2 and the solution is washed with 10% NaHCO3, dried over Na2SO4, and concentrated to afford the crude title compound. This is used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312212B2
Source datasetuspto-grants-2007_12
ORD IDord-4a7bb8b25e76404bb62a613d764c4cad
Source noteuspto-grants-2007_12