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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749716Generated: November 3, 2026

Formaldehyde → HCID 86681914, compound

https://huagongshe.com/reaction/1749716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
Reactant(Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxy-5-phenylbenzofuran-3(2H)-oneHCID 71278748—
SolventMethanolHCID 887—
ProductHCID 86681914HCID 8668191456.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

A solution of (Z)-2-[(1H-indol-3-yl)methylene]-6-hydroxy-5-phenylbenzofuran-3(2H)-one (0.035 g, 0.10 mmol) in methanol (3.0 mL) was added with 1-tert-butoxycarbonylpiperazine (0.021 g, 0.11 mmol), and 37% aqueous formaldehyde (0.011 g, 0.15 mmol), and the mixture was stirred overnight at 40° C. 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 (Z)-4-({2-[(1H-indol-3-yl)methylene]-6-hydroxy-3-oxo-5-phenyl-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.031 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-db76faffc0194a8795cd47ee3aa6f2c7
Source noteuspto-grants-2015_10