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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168061Generated: October 31, 2026

Water → tert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylate

https://huagongshe.com/reaction/2168061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantSulfoxonium, trimethyl-, iodide (1:1)HCID 74498—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventDimethyl SulfoxideHCID 679—
SolventTetrahydrofuranHCID 8028—
Producttert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 22135564—

Reaction Steps

Sodium hydride (6.63 g, 60% in mineral oil) was added to trimethylsulfoxonium iodide (36.5 g) in dimethyl sulfoxide (150 mL) and tetrahydrofuran (150 mL), was and stirred for 30 minutes. tert-Butyl 4-oxopiperidine-1-carboxylate (25.4 g) was added and the reaction was stirred for 3 hours. The reaction was poured into water (800 mL) and extracted three times with ether. The combined extracts were washed three times with water, and brine, dried over Na2SO4, filtered, and concentrated to yield the crude product which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045475B2
Source datasetuspto-grants-2015_06
ORD IDord-b55c0264432d444eb7b4850418939e71
Source noteuspto-grants-2015_06