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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553419Generated: October 27, 2026

Toluene → 1-(4-(Pyrrolidin-1-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone

https://huagongshe.com/reaction/553419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPyrrolidineHCID 31268—
ReactantN-Acetyl-4-piperidoneHCID 122563—
SolventWaterHCID 962—
Product1-(4-(Pyrrolidin-1-yl)-5,6-dihydropyridin-1(2H)-yl)ethanoneHCID 14105595—

Reaction Steps

A mixture of 4.95 mL (40 mmol) of 1-acetyl-4-piperidinone, 3.64 mL (44 mmol) of pyrrolidine, 15 mL of toluene and a catalytic quantity of p-toluenesulfonic acid was heated for 12 h with refluxing on a water separator. After removal of the solvent under a vacuum, 7.7 g (99% of theoretical) of the desired product 1-(4-pyrrolidin-1-yl-3,6-dihydro-2H-pyridin-1-yl)-ethanone (A) were obtained in the form of a brown-red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048879B2
Source datasetuspto-grants-2011_11
ORD IDord-874bc4b2fca14bffad4e143260e7824a
Source noteuspto-grants-2011_11