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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667306Generated: October 25, 2026

Ethanol → tert-Butyl 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylate

https://huagongshe.com/reaction/1667306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTosylmethyl isocyanideHCID 161915—
Reactanttert-Butyl 3-oxo-8-azabicyclo(3.2.1)octane-8-carboxylateHCID 2794767—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,2-DimethoxyethaneHCID 8071—
Producttert-Butyl 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylateHCID 53487658—

Reaction Steps

tert-Butyl 3-oxo-8-azabicyclo[3.2.1]octane-8-carboxylate was reacted in the presence of p-toluenesulfonylmethylisocyanide, potassium tert-butoxide and ethanol in 1,2-dimethoxyethane to produce tert-butyl 3-cyano-8-azabicyclo[3.2.1]octane-8-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044206B2
Source datasetuspto-grants-2011_10
ORD IDord-8d3fee58ebb643c39eb5fe5a85e4f451
Source noteuspto-grants-2011_10