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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2421029Generated: October 25, 2026

p-Toluenesulfonic acid → Ethyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate

https://huagongshe.com/reaction/2421029

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcrylamideHCID 6579—
ReactantEthyl 4,4,5,5,5-Pentafluoro-3-oxovalerateHCID 522203—
SolventChlorobenzeneHCID 7964—
ProductEthyl 6-oxo-2-(pentafluoroethyl)-1,4,5,6-tetrahydropyridine-3-carboxylateHCID 866112484.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A suspension of acrylamide (4.11 g), ethyl 4,4,5,5,5-pentafluoro-3-oxopentanoate (16.5 g) and p-toluenesulphonic acid (0.120 g) in chlorobenzene (40 mL) was sonicated for 30 minutes then heated by microwave irradiation (150 W, 120° C.) for 3 h. The reaction mixture was concentrated in vacuo and subjected to flash column chromatography (eluent 1:3 ethyl acetate/isohexane) to yield a colourless solid (0.697 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07956070B2
Source datasetuspto-grants-2011_06
ORD IDord-66b8a55bacc44fc0b2643845168c18ad
Source noteuspto-grants-2011_06