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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2279679Generated: October 28, 2026

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

https://huagongshe.com/reaction/2279679

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 numberUS09133213B2
Source datasetuspto-grants-2015_09
ORD IDord-a00f93691d6b411995846d0dd83aa526
Source noteuspto-grants-2015_09