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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388282Generated: November 2, 2026

Sodium Azide → 8-Azido-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/2388282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactant1,4-Dioxaspiro(4.5)decan-8-yl methanesulfonateHCID 14966741—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product8-Azido-1,4-dioxaspiro[4.5]decaneHCID 57424094—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of methanesulfonic acid 1,4-dioxa-spiro[4.5]dec-8-yl ester (2.80 g, 11.9 mmol) and sodium azide (3.86 g, 59.3 mmol) in 50 mL of dry DMF is stirred for 20 h at 100° C. under nitrogen. The final mixture is cooled to room temperature diluted with brine and extracted with three portions of ether. The organic portions are combined, dried over Na2SO4 and concentrated to give 8-azido-1,4-dioxa-spiro[4.5]decane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269014B2
Source datasetuspto-grants-2012_09
ORD IDord-aaecc1cd80254bb6be3a138c2badd3a2
Source noteuspto-grants-2012_09