Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 80648Generated: October 25, 2026

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

https://huagongshe.com/reaction/80648

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 numberUS08846675B2
Source datasetuspto-grants-2014_09
ORD IDord-ce68c2a1ab834a2e9cd0d8d7b7513280
Source noteuspto-grants-2014_09