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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928599Generated: October 30, 2026

Water → 1,1-Dimethylethyl 4-azido-1-piperidinecarboxylate

https://huagongshe.com/reaction/1928599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium AzideHCID 33557—
Reactant1-(tert-Butoxycarbonyl)-4-(methanesulfonyloxy)piperidineHCID 4184869—
SolventDimethylformamideHCID 6228—
Product1,1-Dimethylethyl 4-azido-1-piperidinecarboxylateHCID 11458794—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-methanesulfonyloxy-piperidine-1-carboxylic acid tert-butyl ester and sodium azide in DMF was stirred at 60° C. overnight. The mixture was poured into water and the resulting mixture was extracted with EtOAc. The organic phase was separated and washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo to give the desired product as a pale yellow oil, which was used without further purification. 1H NMR (CDCl3): δ 7.9 (2H, d), 7.12 (2H, d), 4.79 (2H, d), 3.05 (3H, s), 2.58 9 (1H, t).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183381B2
Source datasetuspto-grants-2012_05
ORD IDord-60b6ae89561e41eb8616a30c77e5eefb
Source noteuspto-grants-2012_05