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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099683Generated: October 31, 2026

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

https://huagongshe.com/reaction/2099683

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 57424094100.9%

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 was stirred for 20 h at 100° C. under nitrogen. The final mixture was cooled to room temperature dilute with brine and extracted with three portions of ether. The organic portions were combined, dried over Na2SO4 and concentrated to give 8-azido-1,4-dioxa-spiro[4.5]decane (2.2 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569600B2
Source datasetuspto-grants-2009_08
ORD IDord-55bef0ee2a9c41e4942fe424dfbdfb0c
Source noteuspto-grants-2009_08