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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875572Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 21717544, compound

https://huagongshe.com/reaction/1875572

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMorpholineHCID 8083—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventBenzeneHCID 241—
ProductHCID 21717544HCID 21717544—

Reaction Steps

To a solution of tert-butyl-4-oxo-1-piperidine carboxylate (8.0 g, 40 mmol) and morpholine (3.6 g, 42 mmol) in benzene (16 mL) was added p-toluenesulfonic acid (40 mg) and the resulting solution was refluxed using a Dean-Stark trap for 24 h. After cooling to rt, the solution was concentrated under vacuum to afford the title compound a as a thick reddish-orange oil which was used without any further purification (11.1 g, ˜quant). 1H NMR (400 MHz, CDCl3): δ 7.36 (s, 1 H), 3.94 (br s, 2 H), 3.74 (m, 4 H), 3.54 (m, 2 H), 2.80 (m, 4 H), 2.16 (br s, 2 H), 1.47 (s, 9 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309571B2
Source datasetuspto-grants-2012_11
ORD IDord-b17ae6d42a2942039118893d21dde7ab
Source noteuspto-grants-2012_11