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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1619321Generated: October 29, 2026

Toluene → 2-Azabicyclo(2.2.2)octan-3-one

https://huagongshe.com/reaction/1619321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantEthyl 4-aminocyclohexanecarboxylateHCID 409963—
SolventWaterHCID 962—
Product2-Azabicyclo(2.2.2)octan-3-oneHCID 13788768.7%

Reaction Steps

A solution of ethyl 4-aminocyclohexanecarboxylate (0.6 g, 3.49 mmol), toluene (1 mL) in oil bath (170° C.) was heated for 2-3 h to dryness. After cooling to rt, the reaction mixture was diluted with water and extracted with ethyl acetate (3×30 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, 300 mg of the desired product was obtained by column chromatography purification. MS (ESI): 126 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772301B2
Source datasetuspto-grants-2014_07
ORD IDord-db8b422812164847b82dc3fe39e45f40
Source noteuspto-grants-2014_07