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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336526Generated: October 30, 2026

Sodium Azide → tert-Butyl 2-azido-6-azaspiro[3.4]octane-6-carboxylate

https://huagongshe.com/reaction/336526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactanttert-Butyl 2-[(methylsulfonyl)oxy]-6-azaspiro[3.4]octane-6-carboxylateHCID 86660639—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Producttert-Butyl 2-azido-6-azaspiro[3.4]octane-6-carboxylateHCID 8666064099.7%

Reaction Steps

A solution of 0.46 g (1.51 mmol) of tert-butyl 2-methanesulfonyloxy-6-azaspiro[3.4]octane-6-carboxylate, prepared in step 6.2., and 0.19 g (3.01 mmol) of sodium azide in 5 mL of N,N-dimethylformamide is refluxed for 12 hours under an inert atmosphere. The reaction medium is allowed to cool to room temperature and is then taken up in ethyl acetate and water. The aqueous phase is separated out and extracted twice with ethyl acetate, and the combined organic phases are washed with saturated aqueous ammonium chloride solution and dried over sodium sulfate. After evaporating off the solvent, 0.380 g of product is obtained in the form of an orange-coloured oil, which is used without further purification in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889702B2
Source datasetuspto-grants-2014_11
ORD IDord-5b956eaf1da5471abd6a598dd254e447
Source noteuspto-grants-2014_11