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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888875Generated: November 3, 2026

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

https://huagongshe.com/reaction/1888875

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 numberUS08501774B2
Source datasetuspto-grants-2013_08
ORD IDord-70dc451a6eda4c78a4730cae1a7529bc
Source noteuspto-grants-2013_08