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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 618127Generated: October 25, 2026

Piperidine → (E)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-(indol-3-yl)-2-propen-1-one

https://huagongshe.com/reaction/618127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantIndole-3-CarboxaldehydeHCID 10256—
ReactantAcetosyringoneHCID 17198—
SolventEthanolHCID 702—
Product(E)-1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-(indol-3-yl)-2-propen-1-oneHCID 2185020819.2%

Reaction Steps

4'-Hydroxy-3',5'-dimethoxyacetophenone (1.96 g) and indole-3-carboxaldehyde (1.45 g) were dissolved in ethanol (20 ml), and piperidine (0.85 g) was added thereto, followed by heating under reflux for 32 hours. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. The obtained crude crystals were recrystallized from ethyl acetate to give Compound 70 (0.62 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05952355
Source datasetuspto-grants-1999_09
ORD IDord-74a841b976bc4f10a9a9ce9d1f52035d
Source noteuspto-grants-1999_09