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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43683Generated: October 26, 2026

Di-tert-butyl dicarbonate → tert-Butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylate

https://huagongshe.com/reaction/43683

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
Reactanttert-Butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylateHCID 67549820—
SolventTrifluoroacetic acid waterHCID 22392675—
Producttert-Butyl 3-[(2E)-2-buten-1-yloxy]-4-oxopiperidine-1-carboxylateHCID 67548695100%

Reaction Steps

The same operation as in Example (90b) was performed using tert-butyl 3-[(2E)-2-buten-1-yloxy]-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (119a) (5.05 g, 16.0 mmol), a water/TFA mixed solution (1/1, 20 mL) and di-tert-butyl dicarbonate (5.2 g, 23.8 mol). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 4.31 g of the title compound as a light brown oily substance (100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-643cf5136d3f432aaf17b64a38ba4239
Source noteuspto-grants-2013_09