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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425133Generated: October 26, 2026

Di-tert-butyl dicarbonate → tert-Butyl 3-allyloxy-4-oxopiperidine-1-carboxylate

https://huagongshe.com/reaction/1425133

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantTrifluoroacetic acid waterHCID 22392675—
Reactanttert-Butyl 3-allyloxy-4,4-dimethoxypiperidine-1-carboxylateHCID 68405955—
Producttert-Butyl 3-allyloxy-4-oxopiperidine-1-carboxylateHCID 6754884691.5%

Reaction Steps

The same operation as in Example (90b) was performed using tert-butyl 3-allyloxy-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (113a) (5.64 g, 18.7 mmol), a water/TFA mixed solution (1/1, 35 mL) and di-tert-butyl dicarbonate (4.8 g, 22 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 4.37 g of the title compound as a light brown oily substance (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-329a979c59d143f8a7a8ad4e313e2520
Source noteuspto-grants-2015_01