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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2059913Generated: October 28, 2026

Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate → tert-Butyl 4-formylpiperidine-1-carboxylate

https://huagongshe.com/reaction/2059913

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 2764081—
ReactantHCID 178418287HCID 178418287—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 4-formylpiperidine-1-carboxylateHCID 151443042%

Reaction Conditions

Temperature25 °C

Reaction Steps

To the solution of tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate (139.5 mmol) in DCM (300 ml) was added PCC (209.3 mmol, 1.5 eq) at 0° C. The reaction mixture was then allowed to stir at 25° C. for 16 h. The mixture was filtered through celite, washed with DCM (2×200 ml), and the organics were concentrated and purified by silica gel column chromatography (10% EtOAc in DCM) to obtain the desired compound. Yield: 42%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278319B2
Source datasetuspto-grants-2012_10
ORD IDord-4da336aad218483ba654315cc3232d57
Source noteuspto-grants-2012_10