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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694877Generated: November 1, 2026

Potassium Carbonate → Tert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylate

https://huagongshe.com/reaction/1694877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,1-Dimethylethyl 4-hydroxy-4-[(trimethylsilyl)ethynyl]-1-piperidinecarboxylateHCID 10803981—
SolventMethanolHCID 887—
ProductTert-butyl 4-ethynyl-4-hydroxypiperidine-1-carboxylateHCID 1836611786%

Reaction Steps

A mixture of the 4-Hydroxy-4-trimethylsilanylethynyl piperidine-1-carboxylic acid tert-butyl ester (7 g, 23.5 mmol, 1 eq) and potassium carbonate (1.0 g, 7.25 mmol, 0.3 eq) in MeOH (30 ml) were stirred for 6 h at room temperature. After this time, the solvent was removed under reduced pressure and the residue suspended in diethyl ether. The suspension was washed with saturated ammonium chloride and water and dried over MgSO4. After filtering, the filtrate was evaporated to give the product (4.5 g, 86%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158797B2
Source datasetuspto-grants-2012_04
ORD IDord-e8535a47429c40678c915f9fbc1bf7f7
Source noteuspto-grants-2012_04