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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408828Generated: November 1, 2026

Pyrrolidine → HCID 58424199, compound

https://huagongshe.com/reaction/1408828

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 numberUS08921359B2
Source datasetuspto-grants-2014_12
ORD IDord-6c1e554dcd7f4148b6df48d1b5c2e7f1
Source noteuspto-grants-2014_12