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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1371773Generated: October 26, 2026

Water → Tert-butyl 3-azidoazetidine-1-carboxylate

https://huagongshe.com/reaction/1371773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
ReactantTert-butyl 3-(methanesulfonyloxy)azetidine-1-carboxylateHCID 10753243—
SolventDimethylformamideHCID 6228—
ProductTert-butyl 3-azidoazetidine-1-carboxylateHCID 22242836—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a stirred solution of methane sulfonate (930 mg, 3.70 mmol, Example 316) in dimethylformamide (20 mL), sodium azide (962 mg, 14.8 mmol, Aldrich) was added and the mixture was stirred at 90° C. overnight. The mixture was poured into water and extracted with ethyl acetate (5×10 mL) and the extracts were combined, washed with water, brine and dried with sodium sulfate. The solvent was removed to give a clear oil. 710 mg, 97%. The compound was directly used for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157455B2
Source datasetuspto-grants-2007_01
ORD IDord-f657250ff9cf43aab7f3c82985b28eff
Source noteuspto-grants-2007_01