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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749763Generated: November 1, 2026

Formaldehyde → HCID 86681959, compound

https://huagongshe.com/reaction/1749763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 71278900HCID 71278900—
SolventEthanolHCID 702—
ProductHCID 86681959HCID 8668195965.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of (E)-2-[(1H-indol-3-yl)methylene]-5-hydroxy-2,3-dihydro-1H-inden-1-one (0.060 g, 0.22 mmol) in ethanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.049 g, 0.26 mmol), and 37% aqueous formaldehyde (0.020 g, 0.26 mmol), and the mixture was stirred overnight at 60° C. in a sealed tube. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (aminopropyl silica was used, eluted with chloroform/methanol (90:10)) to obtain tert-butyl (E)-4-({2-[(1H-indol-3-yl)methylene]-5-hydroxy-1-oxo-2,3-dihydro-1H-inden-4-yl}methyl)piperazine-1-carboxylate (0.068 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-b83eb2d497d24fa8a671e770906a03d7
Source noteuspto-grants-2015_10