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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096637Generated: November 1, 2026

Pyrrolidine → HCID 58424199, compound

https://huagongshe.com/reaction/2096637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantN-Acetyl-4-piperidoneHCID 122563—
ReactantHCID 23004914HCID 23004914—
SolventMethanolHCID 887—
ProductHCID 58424199HCID 5842419963%

Reaction Steps

To a solution of 3′-acetyl-4′-hydroxybiphenyl-3-carbonitrile (0.802 g, 3.38 mmol) and 1-acetylpiperidin-4-one (0.477 g, 3.38 mmol) in MeOH (50 mL) was added pyrrolidine (0.4 mL). The resulting solution was heated to reflux for 1.5 h. The reaction mixture was cool down to room temperature and the solvent was removed under reduced pressure. The residue was dissolved in DCM and washed with aqueous 1 M HCl, aqueous 1 M NaOH, and brine successively. Solvent was removed under reduced pressure after dried over anhydrous Na2SO4, to yield 0.768 g of 3-(1′-acetyl-4-oxospiro[chroman-2,4′-piperidine]-6-yl)benzonitrile as a light brown solid. It was used for next step without further purification. MS ESI +ve m/z 361 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-5cd006291e36404a9f0c05bf74f3b8f2
Source noteuspto-grants-2013_05