Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675552Generated: October 25, 2026

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

https://huagongshe.com/reaction/1675552

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 numberUS08003685B2
Source datasetuspto-grants-2011_08
ORD IDord-66445f2c692f4ac9b774e0371d5f17d8
Source noteuspto-grants-2011_08