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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407754Generated: October 30, 2026

Sodium Azide → Tert-butyl 4-(azidomethyl)-4-hydroxypiperidine-1-carboxylate

https://huagongshe.com/reaction/2407754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AzideHCID 33557—
Reactanttert-Butyl 1-oxa-6-azaspiro(2.5)octane-6-carboxylateHCID 22135564—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductTert-butyl 4-(azidomethyl)-4-hydroxypiperidine-1-carboxylateHCID 4700296794.7%

Reaction Steps

To a solution of the compound prepared in Example 255 (0.500 g) in dioxane (31 mL) and water (3 mL) was treated with sodium azide (0.143 g) at room temperature. The mixture was refluxed overnight. The solvent was evaporated in vacuo and the residue was distributed between ethyl acetate and water. The aqueous layer was extracted with more ethyl acetate, dried and evaporated in vacuo to obtain the title compound (0.534 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809538B2
Source datasetuspto-grants-2014_08
ORD IDord-d68e206723e14f259b427bd4a0c9c7c5
Source noteuspto-grants-2014_08