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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694512Generated: October 25, 2026

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

https://huagongshe.com/reaction/1694512

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 numberUS08158675B2
Source datasetuspto-grants-2012_04
ORD IDord-91972768585d49a5880fcb8a40e23089
Source noteuspto-grants-2012_04