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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478016Generated: November 1, 2026

Tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate → tert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylate

https://huagongshe.com/reaction/1478016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylateHCID 59311817—
CatalystPalladiumHCID 23938—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 9-oxo-3-azaspiro[5.5]undecane-3-carboxylateHCID 5107219459.2%

Reaction Steps

To a solution of tert-butyl 9-oxo-3-azaspiro[5.5]undec-7-ene-3-carboxylate (5.2 g, 19.6 mmol) in DCM (80 mL) was added 10% Pd/C (0.5 g) and the suspension was stirred under a H2 atmosphere at room temperature overnight. The reaction mixture was filtered and concentrated in vacuo, then the residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/4) to give the product as brown oil (3.1 g, 59.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403801B2
Source datasetuspto-grants-2016_08
ORD IDord-740f0a2a9e874b0ab1c987d872863d75
Source noteuspto-grants-2016_08